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1,1'-Carbonyldiimidazole → N-(2,6-dihydroxyphenyl)-3-cyclopentyloxy-4-methoxyphenylacetamide

HRID 842097
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HRID 842097 반응식
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH2:15][C:16]([OH:18])=O)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:31][C:32]1[C:38]([OH:39])=[CH:37][CH:36]=[CH:35][C:33]=1[OH:34]>ClCCl.O>[OH:34][C:33]1[CH:35]=[CH:36][CH:37]=[C:38]([OH:39])[C:32]=1[NH:31][C:16](=[O:18])[CH2:15][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH3:14])=[C:7]([O:6][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)[CH:8]=1
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참가 물질

6

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 694512-AminoresorcinolHCID 107293423-Cyclopentyloxy-4-methoxyphenylacetic acid

생성물 1

HCID 22618291N-(2,6-dihydroxyphenyl)-3-cyclopentyloxy-4-methoxyphenylacetamide수율 60%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매
2회

실험 절차

A suspension of 3-cyclopentyloxy-4-methoxyphenylacetic acid (2.49 g) and 1,1′-carbonyl diimidazole (2.31 g) in dichloromethane (10 ml) was stirred at room temperature, under argon, for 2 hours. The resulting solution was added to a stirred suspension of 2-aminoresorcinol (1.62 g) in dichloromethane (15 ml) and the mixture stirred at room temperature, under argon, overnight. The reaction mixture was diluted with water (100 ml) and extracted with dichloromethane (3×50 ml). The combined organic extracts were washed with water (100 ml), 1 N HCl (100 ml) and brine (100 ml), dried over CaSO4 and evaporated in-vacuo to yield the title compound (2.122 g, 60%) as a beige solid.

후처리

  1. stirringthe mixture stirred at room temperature, under argon, overnight
  2. extractionextracted with dichloromethane (3×50 ml)
  3. washThe combined organic extracts were washed with water (100 ml), 1 N HCl (100 ml) and brine (100 ml)
  4. dry with materialdried over CaSO4
  5. customevaporated in-vacuo

출처 및 근거

ORD 기록
ord-ea0e96dfe7394bd5898b22d01b27d81d
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06372770B1

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