3-(2-Ethyl-4-formyl-6-methyl-phenyl)propenoic acid methyl ester → 3-(2-Ethyl-4-formyl-6-methyl-phenyl)-acrylic acid

HRID 1665916노트

반응식

HRID 1665916 반응식
C[O:2][C:3](=[O:17])[CH:4]=[CH:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH:13]=[O:14])=[CH:8][C:7]=1[CH2:15][CH3:16]>CO.[OH-].[Na+]>[CH2:15]([C:7]1[CH:8]=[C:9]([CH:13]=[O:14])[CH:10]=[C:11]([CH3:12])[C:6]=1[CH:5]=[CH:4][C:3]([OH:17])=[O:2])[CH3:16]

참가 물질

4

반응물 1

HCID 765393103-(2-Ethyl-4-formyl-6-methyl-phenyl)propenoic acid methyl ester

생성물 1

HCID 765393093-(2-Ethyl-4-formyl-6-methyl-phenyl)-acrylic acid수율 75.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A suspension of 3-(2-ethyl-4-formyl-6-methyl-phenyl)-acrylic acid methyl ester (5.93 g, 25.53 mmol) in methanol (140 mL) and 2 N aq. NaOH (45 mL) is stirred at rt for 1 h. The methanol is evaporated and the aq. solution is extracted twice with DCM. The aq. layer is acidified with 37% aq. HCl. The precipitate that forms is collected, washed with water and dried. The product is further purified by recrystallisation from EA (100 mL) to give 3-(2-ethyl-4-formyl-6-methyl-phenyl)-acrylic acid (4.2 g) as yellow crystals; LC-MS: tR=0.87 min.

후처리

  1. customThe methanol is evaporated
  2. extractionthe aq. solution is extracted twice with DCM
  3. customThe precipitate that forms is collected
  4. washwashed with water
  5. customdried
  6. customThe product is further purified by recrystallisation from EA (100 mL)

출처 및 근거

ORD 기록
ord-e523ec79ade6425ea3c5d5aaf5b89d44
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039644B2

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