Phosgene → HCID 15675496, compound

HRID 974026Notes

Reaction equation

HRID 974026 reaction equation
Cl.[CH2:2]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[N-]=C=O.[C:21](Cl)(Cl)=[O:22].[CH3:25][NH:26][OH:27]>C1(C)C=CC=CC=1>[CH2:2]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:21]([N:26]([OH:27])[CH3:25])=[O:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 6371PhosgeneHCID 11647MethylhydroxylamineHCID 105034IsocyanateHCID 19987249HCID 19987249, compound

Product 1

HCID 15675496HCID 15675496, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By the method of Example 32 above, 7-(benzyloxy)heptylamine hydrochloride was converted to the isocyanate by treatment with phosgene in toluene, and then treated with N-methylhydroxylamine. Chromatography on silica gel, and recrystallization from ethyl acetate-hexane, provided the title compound as a white solid, mp 69°-70.5° C.

Workup

  1. customChromatography on silica gel, and recrystallization from ethyl acetate-hexane

Sources & evidence

ORD record
ord-47a9119d0381448eb0a23452aef9ea50
Source dataset
uspto-grants-1991_11
Patent number
US05066658

Reaction notes

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