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Imidazole → 1-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-5-hexene-2,3-diol

HRID 54810
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인쇄 미리보기

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HRID 54810 반응식
[CH2:1]([OH:9])[CH:2]([OH:8])[CH:3]([OH:7])[CH2:4][CH:5]=[CH2:6].N1C=CN=C1.[Si:15](Cl)([C:28]([CH3:31])([CH3:30])[CH3:29])([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl.CN(C)C=O.C(OCC)C>[CH3:31][C:28]([Si:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[O:9][CH2:1][CH:2]([OH:8])[CH:3]([OH:7])[CH2:4][CH:5]=[CH2:6])([CH3:29])[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 112979875-Hexene-1,2,3-triol

생성물 1

HCID 220709881-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-5-hexene-2,3-diol수율 73%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 22350042
dichloromethane N,N-dimethylformamide
용매

실험 절차

A 0° C. solution of 7.33 g of product from Example 273 in 120 ml of 5:1 dry methylene chloride/N,N-dimethylformamide is treated with 5.29 g of imidazole and 16.77 g of t-butyl diphenylsilyl chloride. The reaction mixture is warmed to room temperature and stirred vigorously for 16 hours, diluted with diethyl ether and filtered. The filtrate is concentrated and purified by chromatography (Silica Gel: 0-50% ethyl acetate/hexane) to give 15 g of the desired product.

후처리

  1. filtrationfiltered
  2. concentrationThe filtrate is concentrated
  3. custompurified by chromatography (Silica Gel: 0-50% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-83eb285bcdd44d219a00e941226cdc5a
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05623081

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