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Imidazole → HCID 53957759, 화합물

HRID 36379
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HRID 36379 반응식
N1C=CN=C1.[Si:6](Cl)([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7].[OH:14][CH2:15][C@@H:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22].S(=O)(=O)(O)O>CN(C)C=O.CCOCC>[Si:6]([O:14][CH2:15][C@@H:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22])([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7]
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참가 물질

7

반응물 4

HCID 795ImidazoleHCID 1118Sulfuric AcidHCID 28928tert-Butyldimethylsilyl chlorideHCID 11286477(1R,2R)-1,2-Cyclopentanedimethanol

생성물 1

HCID 53957759HCID 53957759, 화합물수율 39.9%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 6228
Dimethylformamide
용매

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온도
24 °C

실험 절차

17.1 g of imidazole and 18.9 g of tert-butyldimethylsilyl chloride are added to a solution of 16 g of trans-1,2-dihydroxymethyl-cyclopentane in 146 ml of dimethylformamide at 0° C. and stirred for 22 hours at 24° C. It is diluted with 1.6 l of ether, shaken twice with 80 ml of 10% sulfuric acid each, washed neutral with water, dried on magnesium sulfate and concentrated by evaporation in a vacuum. The residue is chromatographed on silica gel. With hexane/ethyl acetate (9+1), 12 g of trans-1-(tert-butyldimethylsilyloxymethyl)-2-hydroxymethyl-cyclopentane is obtained as colorless liquid.

후처리

  1. washwashed neutral with water
  2. customdried on magnesium sulfate
  3. concentrationconcentrated by evaporation in a vacuum
  4. customThe residue is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-f3a535734fc348debc8b705debc0a456
출처 데이터셋
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05414016

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