Boron trifluoride etherate → N-(2-chlorobenzyl)-3-methoxyphenylacetamide

HRID 359979ノート

反応式

HRID 359979 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:7][CH:8]=1.[Cl:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH2:17].C(N(CC)CC)C.B(F)(F)F.CCOCC>C1(C)C=CC=CC=1>[Cl:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH:17][C:10](=[O:12])[CH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

参加物

6

反応物 4

HCID 8000Boron trifluoride etherateHCID 8471TriethylamineHCID 15719(3-Methoxyphenyl)acetic acidHCID 666482-Chlorobenzylamine

生成物 1

HCID 2089226N-(2-chlorobenzyl)-3-methoxyphenylacetamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 12.5 g of 3-methoxyphenylacetic acid, 21.2 g of 2-chlorobenzylamine, 15.1 g of triethylamine, 19.3 ml of borontrifluoride etherate, and 500 ml of toluene was stirred under reflux for 18 hours using a Dean-Stark moisture trap and allowed, to cool. The mixture was extracted with aqueous sodium hydroxide, dilute hydrochloric acid, and water. The remaining organic solution was then evaporated and the residue crystallized from hexane to yield N-(2-chlorobenzyl)-3-methoxyphenylacetamide as a yellow solid, m.p. 89°-91° C.

後処理

  1. temperatureunder reflux for 18 hours
  2. temperatureto cool
  3. extractionThe mixture was extracted with aqueous sodium hydroxide, dilute hydrochloric acid, and water
  4. customThe remaining organic solution was then evaporated
  5. customthe residue crystallized from hexane

出典と根拠

ORDレコード
ord-cded4afd5f1e40a7a1aa6af296d4de54
出典データセット
uspto-grants-1991_03
特許番号
US05003106

反応ノート

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