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1,1'-Carbonyldiimidazole → N-{2-tert-butyl-3-(4-chlorophenyl)-3-(1-imidazolylcarbonyloxy)propanoyl}-imidazole

HRID 64899
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HRID 64899 반응식
[C:1]([CH:5]([CH:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[OH:10])[C:6]([OH:8])=O)([CH3:4])([CH3:3])[CH3:2].[C:18](N1C=CN=C1)([N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)=[O:19]>O1CCCC1>[C:1]([CH:5]([CH:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[O:10][C:18]([N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)=[O:19])[C:6]([N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)=[O:8])([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 13502818HCID 13502818, 화합물

생성물 1

HCID 13502796N-{2-tert-butyl-3-(4-chlorophenyl)-3-(1-imidazolylcarbonyloxy)propanoyl}-imidazole수율 39%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

83.3 Grams (0.324 mole) of 2-tert-butyl-3-(4-chlorophenyl)-3-hydroxypropionic acid and 125 g (0.77 mole) of 1,1'-carbonyldiimidazole were mixed with 700 ml of tetrahydrofuran, and the mixture was heated under reflux for 3 hours with stirring. After concentrating the reaction solution under reduced pressure, water and then diethyl ether were added to the residue which was then washed with water. The ether layer was separated and concentrated to form crystals with a small amount of ether left in the system. The crystal was filtered off and washed with a small amount of ether to obtain 50.6 g (38.5%) of N-{2-tert-butyl-3-(4-chlorophenyl)-3-(1-imidazolylcarbonyloxy)propanoyl}-imidazole. m.p., 69°-71° C.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. concentrationAfter concentrating the reaction solution under reduced pressure, water
  4. additiondiethyl ether were added to the residue which
  5. washwas then washed with water
  6. customThe ether layer was separated
  7. concentrationconcentrated
  8. customto form crystals with a small amount of ether
  9. waitleft in the system
  10. filtrationThe crystal was filtered off
  11. washwashed with a small amount of ether

출처 및 근거

ORD 기록
ord-9e5baa0c1d444c6abb03227dbc0ce888
출처 데이터셋
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04610997

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