Phosphorus oxide (P4O10) → 1-(4-Chlorophenyl)-5-methyl-3,4-dihydroisoquinoline

HRID 1156862노트

반응식

HRID 1156862 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])=O)=[CH:4][CH:3]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C1(C)C(C)=CC=CC=1.P(Cl)(Cl)(Cl)=O>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]2[C:16]3[C:11](=[C:12]([CH3:17])[CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][N:8]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 14812Phosphorus oxide (P4O10)HCID 128518081-(4-Chlorobenzoylamino)-2-(2-methylphenyl)ethane

생성물 1

HCID 128518201-(4-Chlorophenyl)-5-methyl-3,4-dihydroisoquinoline

시약·촉매·용매 2

HCID 7237O-Xylene용매HCID 24813Phosphorus oxychloride용매

실험 절차

Thirty-six (36) grams of 1-(4-chlorobenzoylamino)-2-(2-methylphenyl)ethane was dissolved in 180 ml of xylene and 100 ml of phosphorus oxychloride. While the solution was heated with stirring, 80 g of phosphorus pentoxide was added gradually, and the mixture was heated under reflux. The reaction mixture was poured into ice water. The aqueous layer was separated, and made weakly alkaline with ammonia water. Recrystallization of the precipitated oily product from n-hexane afforded 31 g of 1-(4-chlorophenyl)-5-methyl-3,4-dihydroisoquinoline as colorless prisms having a melting point of 66° to 67° C.

후처리

  1. temperatureWhile the solution was heated
  2. temperaturethe mixture was heated
  3. temperatureunder reflux
  4. customThe aqueous layer was separated
  5. customRecrystallization of the precipitated oily product from n-hexane

출처 및 근거

ORD 기록
ord-eb698f39bfea4d6bba3372fef029985d
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337256

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