Ethyl chloroformate → 4-(-Chlorophenoxy)-2-ethoxycarbonyl-1,2,3,4-tetrahydroisoquinoline

HRID 1632839Notes

Reaction equation

HRID 1632839 reaction equation
[ClH:1].Cl[C:3]1[CH:20]=[CH:19][C:6]([O:7][CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][N:10](C)[CH2:9]2)=[CH:5][CH:4]=1.Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23].C([O-])([O-])=O.[K+].[K+]>C1C=CC=CC=1>[Cl:1][C:19]1[CH:20]=[CH:3][CH:4]=[CH:5][C:6]=1[O:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][N:10]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:9]1

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 131171004-(p-Chlorophenoxy)-2-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Product 1

HCID 204426674-(-Chlorophenoxy)-2-ethoxycarbonyl-1,2,3,4-tetrahydroisoquinoline

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 4-(p-chlorophenoxy)-2-methyl-1,2,3,4-tetrahydroisoquinoline of Example 7, (22.1 g, 0.08 mole), ethyl chloroformate (10.9 g, 0.1 mole) and K2CO3 (22 g) in benzene (250 ml) is refluxed seven hours.

Workup

  1. temperatureis refluxed seven hours

Sources & evidence

ORD record
ord-41e93253311d4ffaa200aacbf6e4df1f
Source dataset
uspto-grants-1984_10
Patent number
US04477670

Reaction notes

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