1-Boc-4-Methylene-piperidine
1-Boc-4-methylenepiperidine
CAS: 159635-49-1
Molecular Formula: C11H19NO2
1-Boc-4-Methylene-piperidine - Names and Identifiers
| Name | 1-Boc-4-methylenepiperidine |
| Synonyms | Boc-4-methylenepiperidine N-BOC-4-METHYLENEPIPERIDINE 1-Boc-4-methylenepiperidine 1-Boc-4-Methylene-piperidine 1-N-BOC-4-METHYLENE-PIPERIDINE 4-METHYLENEPIPERIDINE, N-BOC PROTECTED TERT-BUTYL 4-METHYLENEPIPERIDINE-1-CARBOXYLATE tert-butyl 4-methylidenepiperidine-1-carboxylate 4-METHYLENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER |
| CAS | 159635-49-1 |
| EINECS | 639-305-4 |
| InChI | InChI=1/C11H19NO2/c1-9-5-7-12(8-6-9)10(13)14-11(2,3)4/h1,5-8H2,2-4H3 |
1-Boc-4-Methylene-piperidine - Physico-chemical Properties
| Molecular Formula | C11H19NO2 |
| Molar Mass | 197.27 |
| Density | 1g/ml |
| Boling Point | 80°C/1mmHg(lit.) |
| Flash Point | 109.6°C |
| Vapor Presure | 0.0144mmHg at 25°C |
| pKa | -1.41±0.20(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.4630 to 1.4670 |
| MDL | MFCD01632522 |
1-Boc-4-Methylene-piperidine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Hazard Note | Irritant |
1-Boc-4-Methylene-piperidine - Reference Information
| introduction | N-Boc-4-methylene piperidine is a chemical intermediate, N-Boc-4-methylene piperidine is widely used in the synthesis of medicines and pesticides. |
| application | N-Boc-4-methylene piperidine is an important intermediate containing piperidine ring in drug research and development, especially in the field of anti-cancer drug research and development. As a characteristic fragment, N-Boc-4-methylene piperidine is also widely used as an intermediate in the synthesis of ibrutinib and paliperidone drugs. In industry, it can also be used as a modifier, dye aid, and the starting material for the synthesis of a series of products (including medicines, disinfectants, dyes, food seasonings, adhesives, explosives, etc.). It can also be used as a catalyst, but the amount should not be too much, otherwise the product quality will be affected. |
| synthesis method | 4-methylenepiperidine-1-carboxylic acid tert-butyl ester is added to the suspension of methyl triphenylphosphonium bromide (36.3g,101.6mmol,1.35 equivalent) in ether (dry, 300mL) Potassium tert-butoxide (1) is added under a nitrogen balloon, 1g,98mmol,1.3 equivalent at a time at 0 ℃). The mixture was then stirred under reflux for 2 hours. The hot reaction mixture was cooled to 0°C with an external ice bath, and then a solution of ethyl ether (60mL) of 4-oxo-piperidin-1-carboxylate (15g,75.3mmol,1.0 equivalent) was added dropwise. . Warm the mixture to room temperature and stir at room temperature for 1 hour. The mixture was then stirred under reflux overnight (16 hours). The mixture was cooled to room temperature and hexane (300mL) was added. Stir the mixture for 10 minutes, filter and elute with hexane/ EtOAc(100/100mL). The combined organic solution was concentrated to obtain the residue, which was purified by CombiFlash(100g silica gel column, EtOAc / Hex = 0-30%) to obtain 14g (yield 94%)N-Boc-4-methylene piperidine, which is a colorless oil. 1HNMR(400MHz,CDCl 3):δ4.74(s,2H),3.42(t,4H),2.18(t,4H),1.47(s,9H). |
Last Update：2024-04-09 19:05:10
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