Sodium Hydroxide → 2-(1,1'-Biphenyl)-4-YL-2-hydroxypropanoic acid

HRID 612566ノート

反応式

HRID 612566 の反応式
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([C:7]([OH:14])([CH3:13])[C:8]([O:10]CC)=[O:9])=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:6]=[CH:5][C:4]([C:7]([OH:14])([CH3:13])[C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 21184093Ethyl 2-[(1,1'-biphenyl)-4-yl]-2-hydroxypropionate

生成物 1

HCID 33670892-(1,1'-Biphenyl)-4-YL-2-hydroxypropanoic acid収率 72%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The crude ethyl 2-[(1,1'-biphenyl)-4-yl]-2-hydroxypropionate was saponified by treating with 100 mL of ethanol and 100 mL of 4.0 M NaOH solution. The suspension was stirred for 3 hours, after which a clear solution formed The solution was concentrated, diluted with 150 mL of H2O, washed with 2×50 mL of ether, and acidified to pH 1 with 10% HCl solution. The aqueous phase was extracted with 3×100 mL portions of ether and the combined ether extracts were washed with 50 mL of H2O, 50 mL of brine, dried (MgSO4) and concentrated leaving 18.3 g (72% yield) of racemic 2-[(1,1'-biphenyl)-4-yl]-2-hydroxypropionic acid as a white solid after was recrystallization from CHCl3 and hexanes.

後処理

  1. customafter which a clear solution formed The solution
  2. concentrationwas concentrated
  3. additiondiluted with 150 mL of H2O
  4. washwashed with 2×50 mL of ether
  5. extractionThe aqueous phase was extracted with 3×100 mL portions of ether
  6. washthe combined ether extracts were washed with 50 mL of H2O, 50 mL of brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-7cecc0c8f52b4ea4ab75af19c4f49bce
出典データセット
uspto-grants-1999_12
特許番号
US06005000

反応ノート

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