Lithium Hydroxide → N-[(4-Hydroxybenzoyl)acetyl]glycine

HRID 1178070ノート

反応式

HRID 1178070 の反応式
[Li+].[OH-].C([O:5][C:6](=[O:20])[CH2:7][NH:8][C:9](=[O:19])[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)C>C1COCC1.CO.O>[OH:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][CH2:10][C:9]([NH:8][CH2:7][C:6]([OH:20])=[O:5])=[O:19])=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 102641582-[3-(4-Hydroxyphenyl)propionylamino]acetic acid ethyl ester

生成物 1

HCID 577651N-[(4-Hydroxybenzoyl)acetyl]glycine収率 89.6%

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

LiOH (56 mg, 2.33 mmol) was added at room temperature to a stirred solution of [3-(4-hydroxy-phenyl) propionylamino]-acetic acid ethyl ester (151 mg, 0.6 mmol) in THF:MeOH:H2O (3:1:1, 5 mL). The resulting mixture was stirred at room temperature for five hours. The MeOH and THF were then evaporated and the residue was diluted with water (2 mL), acidified with 20% aqueous HCl and extracted with EtOAc. The organic layer was washed with saturated brine solution, dried over Na2SO4 and concentrated under reduced pressure to afford 120 mg (89.55% yield) of [3-(4-hydroxy-phenyl) propionylamino]-acetic acid as a pale white solid (120 mg). LCMS purity: 90.42%.

後処理

  1. customThe MeOH and THF were then evaporated
  2. additionthe residue was diluted with water (2 mL)
  3. extractionextracted with EtOAc
  4. washThe organic layer was washed with saturated brine solution
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e8847b5f5e734ea3abe487cf08b655d2
出典データセット
uspto-grants-2010_11
特許番号
US07842696B2

反応ノート

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