1001-75-8

1001-75-8 - Names and Identifiers

Name	4-Pentenoic acid, 4-methyl-
Synonyms	4-Methyl-4-pentenoic acid 4-Pentenoic acid, 4-methyl-
CAS	1001-75-8

1001-75-8 - Physico-chemical Properties

Molecular Formula	C6H10O2
Molar Mass	114.14
Density	0.974
Boling Point	199℃
Flash Point	96℃
Storage Condition	2-8°C

1001-75-8 - Reference Information

application

4-methyl -4-pentenoic acid can be used as an intermediate in pharmaceutical synthesis and an intermediate in organic synthesis, mainly used in laboratory research and development and chemical pharmaceutical synthesis.

Preparation

The preparation of 4-methyl-4-pentenoic acid is as follows:
Step 1.4-methyl-pent-4-enoic acid ethyl ester synthesis. LiHMDS(1.0M solution, 8.4mL,8.4mmol) was added to room temperature solution of methyl triphenylphosphonium iodide (3.00g,7.38mmol) in THF(25mL). After 15min, the solution was cooled to -35 ℃, and ethyl levulinate (1.mL,7.05mmol) was added. Remove the cooling bath and stir the reaction for 40min, then quench with water and extract twice with EtOAc. Combine organic layers, wash with water and brine, dry (Na2SO4), and concentrate in vacuum. The crude product was purified by flash chromatography on silica gel (3% EtOAc/hexane).
step 2.4-methyl-pen-4-enoic acid synthesis. 1NNaOH(10mL) was added to EtOH(5mL) solution of ethyl 4-methyl-pen-4-enoic acid (530mg,3.73mmol). The mixture was stirred for 3 days, concentrated in vacuum to remove ethanol, and diluted with H2O and Et2O. Separate the layers and wash the organic layer once with water. The water layers were combined, acidified to pH1 with 1NHCl and extracted twice with Et2O. The organic layers were combined, washed with brine, dried (Na2SO4), and concentrated in vacuum to produce 4-methyl-4-pentenoic acid.

Last Update：2024-04-09 20:52:54