Triethylamine → 6-methoxy-1-methylene-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

HRID 6762Notes

Reaction equation

HRID 6762 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[CH3:12][O:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][CH:23]=1)[C:20]([CH3:24])=[N:19][CH2:18][CH2:17]2.C(N(CC)CC)C>ClCCl>[CH2:5]([O:4][C:2]([N:19]1[CH2:18][CH2:17][C:16]2[C:21](=[CH:22][CH:23]=[C:14]([O:13][CH3:12])[CH:15]=2)[C:20]1=[CH2:24])=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 138591866-Methoxy-1-methyl-3,4-dihydroisoquinoline

Product 1

HCID 138591896-methoxy-1-methylene-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzyl chloroformate (0.30 mL) was added to an ice-cold solution of 6-methoxy-1-methyl-3,4-dihydroisoquinoline (0.36 g) and triethylamine (0.58 mL) in 10 mL dichloromethane. After 0.5 h, the volatile material was evaporated to furnish 0.66 g of 6-methoxy-1-methylene-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester.

Workup

  1. customthe volatile material was evaporated

Sources & evidence

ORD record
ord-9072369a27fd440b9e7ba1134c44b63f
Source dataset
uspto-grants-2006_08
Patent number
US07084154B2

Reaction notes

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