Hydrochloric Acid → (R)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid

HRID 858925ノート

反応式

HRID 858925 の反応式
C[O:2][C:3]([C@@H:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[CH:13][CH:12]=2)[CH2:6]1)=[O:4].Cl>O1CCOCC1>[F:25][C:22]1[CH:21]=[CH:20][C:19]([CH2:18][O:17][C:14]2[CH:13]=[CH:12][C:11]([N:7]3[C:8](=[O:10])[CH2:9][C@@H:5]([C:3]([OH:4])=[O:2])[CH2:6]3)=[CH:16][CH:15]=2)=[CH:24][CH:23]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 68614773(R)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester

生成物 1

HCID 40802443(R)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
52 °C

実験手順

A solution of 3.7 mmol of (R)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester in 77 ml of dioxane was treated with 8.64 ml of hydrochloric acid (37%). The mixture was heated at 52° C. for 18 h in a closed flask. The solution was evaporated under reduced pressure to yield the crude acid as a yellowish solid. The crude acid was triturated at −5° C. in 10 ml of ethyl acetate. The solid was collected on a filter funnel and then dried under high vacuum to yield (R)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid as a white solid; MS: m/e=330 (M+H)+.

後処理

  1. customThe solution was evaporated under reduced pressure
  2. customto yield the crude acid as a yellowish solid
  3. customThe crude acid was triturated at −5° C. in 10 ml of ethyl acetate
  4. customThe solid was collected on a filter funnel
  5. customdried under high vacuum

出典と根拠

ORDレコード
ord-5434604b2f7a486cbac58136516a46ed
出典データセット
uspto-grants-2006_12
特許番号
US07148362B2

反応ノート

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