Lithium Hydroxide → 2-((4-Phenylphenyl)formamido)acetic acid

HRID 1178007

反応式

HRID 1178007 の反応式
[Li+].[OH-].C([O:5][C:6](=[O:23])[CH2:7][NH:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=[O:10])C>C1COCC1.CO.O>[C:14]1([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:15]=[CH:16][C:11]([C:9]([NH:8][CH2:7][C:6]([OH:23])=[O:5])=[O:10])=[CH:12][CH:13]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 2163299Ethyl 2-[(4-phenylphenyl)carbonylamino]acetate

生成物 1

HCID 2629432-((4-Phenylphenyl)formamido)acetic acid収率 86.4%

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

LiOH (1.111 g, 26.47 mmol) was added to a stirred solution of [(biphenyl-4-carbonyl)-amino]-acetic acid ethyl ester (5 g, 17.65 mmol) in THF:MeOH:H2O (3:1:1, 95 mL), and the resulting mixture was stirred at room temperature overnight. The MeOH and THF were evaporated, and the residue was diluted with water (2 mL), acidified with citric acid solution and extracted with EtOAc. The organic layer was washed with saturated brine solution, dried over Na2SO4 and concentrated in vacuo to obtain afford 3.892 g (86.3% yield) of [(biphenyl-4-carbonyl)-amino]-acetic acid. LCMS purity: 96.4%.

後処理

  1. customThe MeOH and THF were 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 in vacuo
  7. customto obtain

出典と根拠

ORDレコード
ord-7831997ee2a64ac0bb9a51ab34009eb1
出典データセット
uspto-grants-2010_11
特許番号
US07842696B2

関連ノート

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