Hydrochloric Acid → 5-(1,2-Dihydroxy-2-methylpropyl)-1,3-thiazole-2-carbaldehyde

HRID 1881891노트

반응식

HRID 1881891 반응식
[O:1]1CCO[CH:2]1[C:6]1[S:7][C:8]([CH:11]([OH:16])[C:12]([CH3:15])([OH:14])[CH3:13])=[CH:9][N:10]=1.Cl.O.C(=O)([O-])O.[Na+]>O1CCCC1>[OH:16][CH:11]([C:8]1[S:7][C:6]([CH:2]=[O:1])=[N:10][CH:9]=1)[C:12]([OH:14])([CH3:15])[CH3:13]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 593314731-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methylpropane-1,2-diol

생성물 1

HCID 593314165-(1,2-Dihydroxy-2-methylpropyl)-1,3-thiazole-2-carbaldehyde수율 77.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

A mixture of 1-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methylpropane-1,2-diol (0.33 g), 1M hydrochloric acid (1 mL), water (2 mL) and tetrahydrofuran (6 mL) was stirred at 60° C. for 6 hr. 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 (0.21 g, yield 77%) was obtained as a yellow oil from a fraction eluted with ethyl acetate. MS: 202 (MH+).

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-f18507960e42431299dfe0f78f367f78
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318746B2

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