Hydrochloric Acid → 5-(1-Hydroxy-2,2-dimethoxy-1-methylethyl)-1,3-thiazole-2-carbaldehyde

HRID 1881883ノート

反応式

HRID 1881883 の反応式
[O:1]1CCO[CH:2]1[C:6]1[S:7][C:8]([C:11]([OH:18])([CH3:17])[CH:12]([O:15][CH3:16])[O:13][CH3:14])=[CH:9][N:10]=1.Cl.C(=O)([O-])O.[Na+]>CC(C)=O>[OH:18][C:11]([C:8]1[S:7][C:6]([CH:2]=[O:1])=[N:10][CH:9]=1)([CH3:17])[CH:12]([O:13][CH3:14])[O:15][CH3:16]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 593316132-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-1,1-dimethoxypropan-2-ol

生成物 1

HCID 593315475-(1-Hydroxy-2,2-dimethoxy-1-methylethyl)-1,3-thiazole-2-carbaldehyde収率 71%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
60 °C

実験手順

A mixture of 2-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-1,1-dimethoxypropan-2-ol (1.58 g), 1M hydrochloric acid (5 ml) and acetone (15 mL) was stirred overnight at 60° C. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (0.94 g, yield 71%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (4:1, volume ratio). melting point 98-99° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-692c64a81e4545a890496d866fd52804
出典データセット
uspto-grants-2012_11
特許番号
US08318746B2

反応ノート

読み込み中…