Lithium Hydroxide → 1-[(Benzyloxy)carbonyl]-3-methylpyrrolidine-3-carboxylic acid

HRID 408127ノート

反応式

HRID 408127 の反応式
[Li+].[OH-].[CH3:3][C:4]1([C:19]([O:21]C)=[O:20])[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:5]1>C(O)C>[CH2:12]([O:11][C:9]([N:6]1[CH2:7][CH2:8][C:4]([CH3:3])([C:19]([OH:21])=[O:20])[CH2:5]1)=[O:10])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 602052351-Benzyl 3-methyl 3-methylpyrrolidine-1,3-dicarboxylate

生成物 1

HCID 602052341-[(Benzyloxy)carbonyl]-3-methylpyrrolidine-3-carboxylic acid収率 99.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
78 °C

実験手順

A 3M LiOH solution (14.7 mL, 29.4 mmol) was added to 1-benzyl 3-methyl 3-methylpyrrolidine-1,3-dicarboxylate (2.72 g, 9.81 mmol) in ethanol (15 mL), and the reaction mixture was stirred at 78° C. (bath) for 1 hour. The ethanol was removed, and ether (30 mL) was added. The aqueous layer was separated and acidified with saturated potassium hydrogen sulfate to a pH of about 3 to about 4, extracted with ethyl acetate (50 mL), washed with brine and dried over sodium sulfate. After removal of the solvent, 1-(benzyloxycarbonyl)-3-methylpyrrolidine-3-carboxylic acid (2.56 g, 99% yield) was isolated as an oil.

後処理

  1. customThe ethanol was removed
  2. additionether (30 mL) was added
  3. customThe aqueous layer was separated
  4. extractionextracted with ethyl acetate (50 mL)
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. customAfter removal of the solvent

出典と根拠

ORDレコード
ord-ff8b27bf1bbb4a428a931b5fbde38ed7
出典データセット
uspto-grants-2014_06
特許番号
US08758830B2

反応ノート

読み込み中…