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

HRID 64899
ノート
印刷プレビュー

反応式

HRID 64899 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 682631,1'-CarbonyldiimidazoleHCID 13502818HCID 13502818、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9e5baa0c1d444c6abb03227dbc0ce888
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04610997

反応ノート

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