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

HRID 1807808ノート

反応式

HRID 1807808 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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]

後処理

  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

出典と根拠

ORDレコード
ord-5027a6403c084e56aa16def27e4a7e31
出典データセット
uspto-grants-2013_01
特許番号
US08357679B2

反応ノート

読み込み中…