Isopropanol → 4-(3,4-Dichlorophenyl)-2-oxazolone

HRID 563115

反応式

HRID 563115 の反応式
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([Cl:12])[CH:6]=1)=O.[C-]#[N:14].[K+].C[CH:17]([OH:19])C>C(O)(=O)C>[Cl:12][C:7]1[CH:6]=[C:5]([C:3]2[NH:14][C:17](=[O:19])[O:1][CH:2]=2)[CH:10]=[CH:9][C:8]=1[Cl:11]

参加物

5

反応物 3

HCID 3776IsopropanolHCID 9032Potassium CyanideHCID 70621931-(3,4-Dichlorophenyl)-2-hydroxyethan-1-one

生成物 1

HCID 129929604-(3,4-Dichlorophenyl)-2-oxazolone収率 52%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
50 °C

実験手順

A mixture of 2-hydroxy-3′,4′-dichloroacetophenone (10.3 g), potassium cyanide (8.1 g) and 2-propanol (100 ml) was heated to 50° C., to which was added dropwise acetic acid (6.0 g) gradually and stirred at 50° C. for 2 hours. The reaction mixture was concentrated and poured into ice water (200 ml). The solid precipitates were filtered, washed with water, and air-dried to give crystals of 4-(3′,4′-dichlorophenyl)-2-oxazolone (6.0 g, 52%). Recrystallization from tetrahydrofuran-hexane gave pale yellow prisms. Melting point 262-263° C.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionpoured into ice water (200 ml)
  3. customThe solid precipitates
  4. filtrationwere filtered
  5. washwashed with water
  6. customair-dried

出典と根拠

ORDレコード
ord-754d94d888d74b9aa62a12e15ec36b6b
出典データセット
uspto-grants-2011_11
特許番号
US08067453B2

関連ノート

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