Ammonium Hydroxide → 4-(2-Bromotetrafluoroethoxy)benzamide

HRID 1614677ノート

反応式

HRID 1614677 の反応式
[Br:1][C:2]([F:17])([F:16])[C:3]([F:15])([F:14])[O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1.[OH-].[NH4+:19]>>[Br:1][C:2]([F:17])([F:16])[C:3]([F:15])([F:14])[O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH2:19])=[O:10])=[CH:7][CH:6]=1

参加物

3

反応物 2

HCID 14923Ammonium HydroxideHCID 19763911HCID 19763911、化合物

生成物 1

HCID 197639074-(2-Bromotetrafluoroethoxy)benzamide収率 99%

実験手順

4-(2-Bromo-tetrafluoroethoxy)benzoic acid prepared as in Example 1 (26.6 g, 0.083 mol) is transferred to a 250 mL round-bottomed flask along with 150 mL of methylene chloride. Oxalyl chloride (11.64 g, 0.92 mol) is added and the mixture is stirred under nitrogen overnight to form a turbid solution which is concentrated by rotary evaporation and distilled at 80°-90° C./0.1 mmHg to yield 20.88 g of 4(2-bromotetrafluoroethoxy) benzoyl chloride as a colorless liquid, leaving 6.16 g of unreacted acid (76.8% conversion, 96.5% yield). The benzoyl chloride is added slowly with stirring to 8 mL of cold ammonium hydroxide (0.12 mol). The product amide precipitates as fine white needles which are filtered and dried under vacuum to yield 14.74 g of 4-(2-bromotetrafluoroethoxy)benzamide (75% conversion, 99% yield, m.p. 150.5°-151.5° C.), along with 4.8 g of 4-(2-bromo-tetrafluoroethoxy)benzoic acid which is recovered from the mother liquor (24.3% recovery).

後処理

  1. customThe product amide precipitates as fine white needles which
  2. filtrationare filtered
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-de37ab81342b46c6a4b54f2678cacf8d
出典データセット
uspto-grants-1993_03
特許番号
US05198513

反応ノート

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