Methyl Isocyanate → HCID 18957023, compound

HRID 2379451Notes

Reaction equation

HRID 2379451 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([OH:15])[C:12]=1[O:13][CH3:14])[CH:9]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)[NH:8][CH2:7][CH2:6]2.[CH3:25][N:26]=[C:27]=[O:28]>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([OH:15])[C:12]=1[O:13][CH3:14])[CH:9]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)[N:8]([C:27](=[O:28])[NH:26][CH3:25])[CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 15294921HCID 15294921, compound

Product 1

HCID 18957023HCID 18957023, compoundYield 0.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6,7-dimethoxy-1-(3-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-8-ol (350 mg, 1.06 mole) in dichloromethane (11 ml) was added methyl isocyanate (69 μl, 1.17 mole) at room temperature under an argon atmosphere, and the reaction mixture was stirred for 3.5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel/chloroform:methanol=20:l) to give the desired compound (410 mg) as a colorless powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography (silica gel/chloroform:methanol=20:l)

Sources & evidence

ORD record
ord-e55c89c892eb4e92b2da7ea13961d76d
Source dataset
uspto-grants-1994_11
Patent number
US05362736

Reaction notes

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