Sodium Hydroxide → (1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid

HRID 1712201

反応式

HRID 1712201 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([C@@H:11]2[CH2:13][C@H:12]2[C:14]([O:16]CC)=[O:15])[CH:7]=[CH:8][C:9]=1[F:10]>CO>[F:3][C:4]1[CH:5]=[C:6]([C@@H:11]2[CH2:13][C@H:12]2[C:14]([OH:16])=[O:15])[CH:7]=[CH:8][C:9]=1[F:10]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 57407735Ethyl (1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylate

生成物 1

HCID 9834218(1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid収率 98%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
65 °C

実験手順

Methanol (322.2 g) and 30% sodium hydroxide aqueous solution (65.5 g, 1.8 molar equivalents) were added to a solution of ethyl(1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylate (48.2 wt % toluene solution, net 61.22 g, 270.6 mmol). The mixture was heated at 65° C. with stirring for 2 hours. The resultant mixture was concentrated under reduced pressure, then toluene and water were added to the concentrate. The mixture was acidified with 35% hydrochloric acid. The organic layer was separated and concentrated under reduced pressure. (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid was obtained as resultant concentrate (net 52.55 g, yield: 98%).

後処理

  1. concentrationThe resultant mixture was concentrated under reduced pressure
  2. additiontoluene and water were added to the concentrate
  3. customThe organic layer was separated
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d41cee6abf794374a1b3ba8601efa469
出典データセット
uspto-grants-2010_09
特許番号
US07790927B2

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