3,4-Dichloroaniline → HCID 12862635、化合物

HRID 65735

反応式

HRID 65735 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[CH:10]12[O:15][CH:11]1[CH2:12][CH2:13][CH2:14]2>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH:5][C@@H:10]1[CH2:14][CH2:13][CH2:12][C@H:11]1[OH:15]

参加物

3

反応物 2

HCID 72573,4-DichloroanilineHCID 92446-Oxabicyclo[3.1.0]hexane

生成物 1

HCID 12862635HCID 12862635、化合物収率 44%

実験手順

A solution of 50.0 g. (0.31 mole) of 3,4-dichloroaniline in 100 ml. of cyclopentene oxide is refluxed for 7 days. The solution is evaporated and the residue triturated with 250 ml. of petroleum ether (b.p. 30°-60° C.) five times to remove unreacted 3,4-dichloroaniline. The residue is treated with excess ethereal hydrogen chloride and the resulting crude hydrochloride salt is recrystallized twice from a methanol/ethyl ether mixture to give trans-2-(3,4-dichloroanilino)cyclopentanol, 38.7 g. (44% yield), m.p. 167°-168° C. The ultraviolet, infrared and nuclear magnetic resonance spectra are consistent with the structure of this product.

後処理

  1. customThe solution is evaporated
  2. customthe residue triturated with 250 ml
  3. customof petroleum ether (b.p. 30°-60° C.) five times to remove unreacted 3,4-dichloroaniline
  4. additionThe residue is treated with excess ethereal hydrogen chloride
  5. customthe resulting crude hydrochloride salt is recrystallized twice from a methanol/ethyl ether mixture

出典と根拠

ORDレコード
ord-427cf403d6b24e01bf077ce29d85e3cb
出典データセット
uspto-grants-1978_12
特許番号
US04128663

関連ノート

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