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

HRID 1156862ノート

反応式

HRID 1156862 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 7237O-Xylene溶媒HCID 24813Phosphorus oxychloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eb698f39bfea4d6bba3372fef029985d
出典データセット
uspto-grants-1982_06
特許番号
US04337256

反応ノート

読み込み中…