Phosgene → HCID 22463609, compound

HRID 1937257Notes

Reaction equation

HRID 1937257 reaction equation
[C:1]([O:4][C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][C:7]([NH2:15])([CH2:8]3)[CH2:6]1)[CH2:12]2)(=[O:3])[CH3:2].[C:16](Cl)(Cl)=[O:17]>C1(C)C=CC=CC=1>[C:1]([O:4][C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][C:7]([N:15]=[C:16]=[O:17])([CH2:8]3)[CH2:6]1)[CH2:12]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 12070473HCID 12070473, compound2×

Product 1

HCID 22463609HCID 22463609, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In toluene (100 mL) was dissolved 10 mmole of 1-acetyloxy-3-aminoadamantane obtained by the method of Example 15. To the resultant solution was added 12 mmole of phosgene at room temperature and the mixture was stirred for 6 hours. As a result, the conversion of 1-acetyloxy-3-aminoadamantane was 95% and 1-acetyloxy-3-isocyanatoadamantane (yield 85%) was obtained.

Workup

  1. customobtained by the method of Example 15

Sources & evidence

ORD record
ord-717c02905c3b410cbb43031bbd164d4c
Source dataset
uspto-grants-2002_05
Patent number
US06392104B1

Reaction notes

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