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

HRID 1731837노트

반응식

HRID 1731837 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e5ff32d385f54149832b99453966ef75
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04623662

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