Diphenyl disulfide → 1-(4-Chlorophenyl)-5-methylisoquinoline

HRID 1156863노트

반응식

HRID 1156863 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[C:13]([CH3:18])[CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][N:9]=2)=[CH:4][CH:3]=1.C1(SSC2C=CC=CC=2)C=CC=CC=1>C1C2C(=CC=CC=2)CCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[C:13]([CH3:18])[CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 13436Diphenyl disulfideHCID 128518201-(4-Chlorophenyl)-5-methyl-3,4-dihydroisoquinoline

생성물 1

HCID 128518261-(4-Chlorophenyl)-5-methylisoquinoline수율 60.5%

시약·촉매·용매 1

HCID 8404Tetralin용매

실험 절차

A mixture of 30 g of 1-(4-chlorophenyl)-5-methyl-3,4-dihydroisoquinoline and 30 g of diphenyl disulfide was dissolved in 800 ml of tetralin, and the solution was heated. After the reaction, the tetralin was distilled off under reduced pressure. The residue was dissolved in benzene, and extracted with a 2 N aqueous solution of hydrochloric acid. The aqueous layer was neutralized with an aqueous solution of sodium hydroxide, extracted with ether, and dried, followed by distilling off the solvent. Recrystallization of the residue from benzenecyclohexane afforded 18 g of 1-(4-chlorophenyl)-5-methylisoquinoline as colorless needles having a melting point of 122° to 123.5° C.

후처리

  1. temperaturethe solution was heated
  2. customAfter the reaction
  3. distillationthe tetralin was distilled off under reduced pressure
  4. dissolutionThe residue was dissolved in benzene
  5. extractionextracted with a 2 N aqueous solution of hydrochloric acid
  6. extractionextracted with ether
  7. customdried
  8. distillationby distilling off the solvent
  9. customRecrystallization of the residue from benzenecyclohexane

출처 및 근거

ORD 기록
ord-4f6af3b8064c41a3af263cf37f67db93
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337256

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