HCID 22406880, compound → HCID 22406730, compound

HRID 440526Notes

Reaction equation

HRID 440526 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH:11][C:12]([C:14]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:23])[CH2:16][CH2:15]2)=O)=[CH:5][CH:4]=1>O>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[C:14]1([C:12]2[C:7]3[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:8]=3)[CH2:9][CH2:10][N:11]=2)[CH2:16][CH2:15]1

Participants

3

Reactant 1

HCID 22406880HCID 22406880, compound

Product 1

HCID 22406730HCID 22406730, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-[2-(4-methoxyphenyl)ethyl]-1-(2-chlorophenyl)cyclopropanecarboxamide (2 g, prepared in a similar manner to that described in Example D8) and polyphosphate ester (20 ml) was gently heated for 12 hours. The mixture was poured into water and washed with ether, then ethyl acetate. The aqueous phase was basified with aqueous ammonia solution and extracted with ethyl acetate. The extract yielded a solid which was recrystallised from cyclohexane to give 1-[1-(2-chlorophenyl)cyclopropyl]-7-methoxy-3,4-dihydroisoquinoline.

Workup

  1. customprepared in a similar manner to that
  2. temperaturewas gently heated for 12 hours
  3. washwashed with ether
  4. extractionextracted with ethyl acetate
  5. customThe extract yielded a solid which
  6. customwas recrystallised from cyclohexane

Sources & evidence

ORD record
ord-9f0684b599af4e579a50a63148aafb63
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

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