Beta-Propiolactone → 3-(2-Bromo-3-formylphenoxy)propanoic acid

HRID 561837ノート

反応式

HRID 561837 の反応式
[Br:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].CC(C)([O-])C.[K+].[O:17]1[CH2:20][CH2:19][C:18]1=[O:21]>C1COCC1>[Br:1][C:2]1[C:3]([CH:4]=[O:5])=[CH:6][CH:7]=[CH:8][C:9]=1[O:10][CH2:20][CH2:19][C:18]([OH:21])=[O:17]

参加物

5

反応物 3

HCID 2365Beta-PropiolactoneHCID 37146742-Bromo-3-hydroxybenzaldehydeHCID 23665647Potassium tert-butoxide

生成物 1

HCID 866359223-(2-Bromo-3-formylphenoxy)propanoic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-bromo-3-hydroxybenzaldehyde (1 eq.) in THF (1.2 M) was added sequentially potassium tert-butoxide (1.0 M THF solution, 0.8 eq.) and oxetan-2one at RT. The resulting yellow suspension was stirred at RT for 16 h. The reaction mixture was quenched with 10% aq. HCl and extracted with EtOAc. The combined organic extracts were washed with water and brine. Drying over MgSO4, filtration and concentration of the filtrate in vacuo afforded the title compound as a white solid.

後処理

  1. customThe reaction mixture was quenched with 10% aq. HCl
  2. extractionextracted with EtOAc
  3. washThe combined organic extracts were washed with water and brine
  4. dry with materialDrying over MgSO4, filtration and concentration of the filtrate in vacuo

出典と根拠

ORDレコード
ord-3c08bec7f5174473a104ee045e6356f4
出典データセット
uspto-grants-2011_11
特許番号
US08063105B2

反応ノート

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