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

HRID 2060960

反応式

HRID 2060960 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-9bd0f1a9145c40d38a20971521fe1f11
出典データセット
uspto-grants-2012_10
特許番号
US08278475B2

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