Sodium Hydroxide → 3-(3-{[(tert-Butoxycarbonyl)amino]methyl}phenyl)propanoic acid

HRID 1838766ノート

反応式

HRID 1838766 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:16][CH2:17][C:18]([O:20]C)=[O:19])[CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O1CCCC1>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 18752845HCID 18752845、化合物

生成物 1

HCID 222827283-(3-{[(tert-Butoxycarbonyl)amino]methyl}phenyl)propanoic acid収率 102.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 3.6 g of methyl 3-(3-tert-butyloxycarbonylaminomethylphenyl)propionate (C3) in 36 ml of tetrahydrofurane 14.8 ml of 1N aqueous sodium hydroxide solution are added and the mixture is stirred at RT for 2 days. After neutralization with 14.8 ml 1N hydrochloric acid solution and dilution with water the mixture is extracted three times with ethyl acetate. The combined extracts are dried over magnesium sulfate, filtered and the solvent removed in vacuo to give 3.5 g of the title compound as a brownish oil which solidifies on standing in a refrigerator. The mass spectrum shows the molecular peak MNH4+ at 297 Da.

後処理

  1. extractionAfter neutralization with 14.8 ml 1N hydrochloric acid solution and dilution with water the mixture is extracted three times with ethyl acetate
  2. dry with materialThe combined extracts are dried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-a201779365a141639a97b964a0e7ac87
出典データセット
uspto-grants-2004_01
特許番号
US06673786B1

反応ノート

読み込み中…