Sodium borohydride → [5-(3-Chlorophenyl)isoxazol-3-yl]methanol

HRID 1453798노트

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HRID 1453798 반응식
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([C:10]2[O:14][N:13]=[C:12]([C:15](OCC)=[O:16])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1>CO>[Cl:3][C:4]1[CH:5]=[C:6]([C:10]2[O:14][N:13]=[C:12]([CH2:15][OH:16])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 46929188Ethyl 5-(3-chlorophenyl)isoxazole-3-carboxylate

생성물 1

HCID 57528605[5-(3-Chlorophenyl)isoxazol-3-yl]methanol

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

Sodium borohydride (96.7 g, 2.6 mol) was slowly added to a solution of ethyl 5-(3-chlorophenyl)isoxazole-3-carboxylate (214.5 g, 0.85 mol) in methanol (2.5 L) at 0° C. The reaction mixture was heated at 50° C. for 2 h and was quenched with EtOAc at r.t. Most of the solvent was distilled off and to the remaining crude was added EtOAc. The organic layer was washed with water, saturated brine and concentrated to give the title compound, which was used directly in the next step. MS (M++1)=210.

후처리

  1. customwas quenched with EtOAc at r.t
  2. distillationMost of the solvent was distilled off and to the remaining crude
  3. additionwas added EtOAc
  4. washThe organic layer was washed with water, saturated brine
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-12c5278033dc4b20816c3773871ca6c2
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07476684B2

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