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

HRID 1958772ノート

反応式

HRID 1958772 の反応式
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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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

後処理

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

出典と根拠

ORDレコード
ord-2ca050fa7d4d4da981888b38f524133e
出典データセット
uspto-grants-2013_04
特許番号
US08410151B2

反応ノート

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