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Ethanol → 1-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanol

HRID 1881875
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HRID 1881875 반응식
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[S:7][C:8]([C:11](=[O:15])[CH2:12][O:13][CH3:14])=[CH:9][N:10]=1.O1CCCC1.C(O)C.[BH4-].[Na+]>O>[O:3]1[CH2:4][CH2:5][O:1][CH:2]1[C:6]1[S:7][C:8]([CH:11]([OH:15])[CH2:12][O:13][CH3:14])=[CH:9][N:10]=1
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참가 물질

6

반응물 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 593312511-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanone

생성물 1

HCID 593313571-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanol수율 91.2%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

To a solution of 1-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanone (2.00 g) in a mixed solvent of tetrahydrofuran (10 mL) and ethanol (10 mL) was slowly added sodium borohydride (0.18 g) at 0° C., and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture, 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, the title compound (1.84 g, yield 91%) was obtained as a colorless oil from a fraction eluted with ethyl acetate. MS: 232 (MH+).

후처리

  1. customat 0° C.
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with saturated brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-96cd90606cdc48d8aa67f57257ef97c3
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318746B2

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