Sodium borohydride → 1,1,1,3,3,3-Hexafluoro-2-(2-(hydroxymethyl)thiazol-5-yl)propan-2-ol

HRID 1807808노트

반응식

HRID 1807808 반응식
[F:1][C:2]([F:17])([F:16])[C:3]([C:9]1[S:13][C:12]([CH:14]=[O:15])=[N:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].[BH4-].[Na+]>CO>[F:16][C:2]([F:1])([F:17])[C:3]([C:9]1[S:13][C:12]([CH2:14][OH:15])=[N:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 866385845-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)thiazole-2-carbaldehyde

생성물 1

HCID 866385861,1,1,3,3,3-Hexafluoro-2-(2-(hydroxymethyl)thiazol-5-yl)propan-2-ol수율 29.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirring solution of 5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)thiazole-2-carbaldehyde (1.791 mmol, 500 mg) in methanol (4 mL) was added sodium borohydride (5.37 mmol, 203 mg). The mixture was stirred at room temperature for 90 minutes before concentrating under reduced pressure. The resulting residue was dissolved in dichloromethane (2 mL)/methanol (0.5 mL) and filtered through a plug of silica, washing with 20% methanol/80% dichloromethane. The filtrate was concentrated under reduced pressure to afford the title compound (150 mg). MS (ESI) m/z 280.0 [M−H]

후처리

  1. concentrationbefore concentrating under reduced pressure
  2. dissolutionThe resulting residue was dissolved in dichloromethane (2 mL)/methanol (0.5 mL)
  3. filtrationfiltered through a plug of silica
  4. washwashing with 20% methanol/80% dichloromethane
  5. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5027a6403c084e56aa16def27e4a7e31
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357679B2

반응 노트

불러오는 중…