Potassium Carbonate → HCID 13117125, compound

HRID 354563Notes

Reaction equation

HRID 354563 reaction equation
C(O)(=O)C(O)=O.[F:7][C:8]([F:28])([F:27])[C:9]1[CH:26]=[CH:25][C:12]([O:13][CH:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:17][N:16](C)[CH2:15]2)=[CH:11][CH:10]=1.C([O-])([O-])=O.[K+].[K+].Cl[C:36]([O:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:37]>ClCCl>[O:38]([C:36]([N:16]1[CH2:15][CH:14]([O:13][C:12]2[CH:25]=[CH:26][C:9]([C:8]([F:7])([F:28])[F:27])=[CH:10][CH:11]=2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17]1)=[O:37])[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 13117096HCID 13117096, compound

Product 1

HCID 13117125HCID 13117125, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a cold solution of 2-methyl-1,2,3,4-tetrahydro-4-(p-trifluoromethylphenoxy)isoquinoline of Example 4 (23 g, 0.075 mole) in 150 ml dichloromethane, is added 25 g K2CO3, followed by a solution of phenyl chloroformate (15.6 g, 0.1 mole) in 100 ml dichloromethane. After stirring at ambient temperature for twenty hours, the mixture is filtered, and the solvent evaporated to an oil, which solidifies to a solid upon trituration with hexanes, 24 g (80%), m.p. 72° C. A sample of this material is recrystallized twice from hexanes, to yield 2-phenoxycarbonyl-1,2,3,4-tetrahydro-4-(p-trifluoromethylphenoxy)isoquinoline, m.p. 101°-3° C.

Workup

  1. filtrationthe mixture is filtered
  2. customthe solvent evaporated to an oil, which
  3. customA sample of this material is recrystallized twice from hexanes

Sources & evidence

ORD record
ord-3d2963fec78f4a30ad14c3f9a0191679
Source dataset
uspto-grants-1983_03
Patent number
US04375471

Reaction notes

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