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

HRID 1881883노트

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HRID 1881883 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-692c64a81e4545a890496d866fd52804
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318746B2

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