Water → HCID 22406705, compound

HRID 440508Notes

Reaction equation

HRID 440508 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][C:4]=1[CH3:24].O>C(Cl)(Cl)Cl>[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][C:4]([CH3:24])=[C:3]([O:2][CH3:1])[CH:8]=3)[CH2:9][CH2:10][N:11]=2)[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 962WaterHCID 22406791HCID 22406791, compound

Product 1

HCID 22406705HCID 22406705, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of the amide and 82% w/w solution of polyphosphate ester in chloroform (170 g) was heated gently for 16 hours, then poured into water (1200 ml) and the mixture washed with ether. The aqueous phase was basified by addition of aqueous ammonia solution and the product was extracted with ethyl acetate. The extracts were dried and concentrated to give 1-[1-(2-chlorophenyl)cyclopropyl]-7-methoxy-6-methyl-3,4-dihydroisoquinoline as a solid. Yield 14.7 g.

Workup

  1. temperaturewas heated gently for 16 hours
  2. washthe mixture washed with ether
  3. additionThe aqueous phase was basified by addition of aqueous ammonia solution
  4. extractionthe product was extracted with ethyl acetate
  5. customThe extracts were dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-24e9bc8f9cda43f6b7e57b541ca85b8a
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

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