Triethylamine → ethyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl)-1H-imidazol-5-yl]-2-(5-methyl-2-furyl)methyl-2-propenyl carbonate

HRID 2081847ノート

反応式

HRID 2081847 の反応式
[CH2:1]([C:5]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[Cl:28])[C:7](/[CH:10]=[C:11](\[CH2:14][C:15]2[O:16][C:17]([CH3:20])=[CH:18][CH:19]=2)/[CH2:12][OH:13])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.Cl[C:37]([O:39][CH2:40][CH3:41])=[O:38].C(OCC)(=O)C>C(Cl)Cl>[C:37](=[O:38])([O:13][CH2:12]/[C:11](/[CH2:14][C:15]1[O:16][C:17]([CH3:20])=[CH:18][CH:19]=1)=[CH:10]/[C:7]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[Cl:28])[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:9][CH:8]=1)[O:39][CH2:40][CH3:41]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 10928Ethyl chloroformateHCID 70044288HCID 70044288、化合物

生成物 1

HCID 86746471ethyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl)-1H-imidazol-5-yl]-2-(5-methyl-2-furyl)methyl-2-propenyl carbonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(5-methyl-2-furyl)methyl-2-propenol (6.86 mmol) in methylene chloride (20 mL) and triethylamine (12.4 mmol) cooled to 0° C. under argon is added dropwise ethyl chloroformate (1.34 g, 1.18 ml, 12 mmol). The reaction is then stirred at ambient temperature overnight. Ethyl acetate is added, the precipitate filtered and the concentrated filtrate is flash chromatographed over silica gel with 3:7 hexane/ethyl acetate to provide the title compound.

後処理

  1. filtrationthe precipitate filtered
  2. customchromatographed over silica gel with 3:7 hexane/ethyl acetate

出典と根拠

ORDレコード
ord-1a58c3270ad64a2b8fe6c044f572c742
出典データセット
uspto-grants-1993_02
特許番号
US05185351

反応ノート

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