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 36981ノート

反応式

HRID 36981 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-23c50e72e70d4aee82854e17c084962e
出典データセット
uspto-grants-1995_05
特許番号
US05418250

反応ノート

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