Phosgene → HCID 86739029, compound

HRID 1995640Notes

Reaction equation

HRID 1995640 reaction equation
[CH2:1]1[C:6]2([CH2:11][CH2:10][CH2:9][CH:8]=[CH:7]2)[CH2:5][CH2:4][CH2:3][NH:2]1.[C:12]([Cl:15])(Cl)=[O:13]>C1C=CC=CC=1>[CH2:1]1[C:6]2([CH2:11][CH2:10][CH2:9][CH:8]=[CH:7]2)[CH2:5][CH2:4][CH2:3][NH:2]1.[C:12]([Cl:15])(=[O:13])[NH2:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 20403147HCID 20403147, compound

Product 1

HCID 86739029HCID 86739029, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 2-azaspiro-[5.5]-undec-7-ene (13 g.; 0.086 mole) in benzene (25 ml.) is added dropwise, under ice cooling, to a solution of phosgene (9 g.; 0.09 mole) in benzene (100 ml.). The solution is stirred at room temperature for 1 hour and concentrated under reduced pressure. Distillation of the residual colorless liquid affords 7.5 g. (41% yield) of 2-azaspiro-[5.5]-undec-7-enecarbamoyl chloride, b.p. 110°-113° C./0.50 mm.

Workup

  1. concentrationconcentrated under reduced pressure
  2. distillationDistillation of the residual colorless liquid
  3. customaffords 7.5 g

Sources & evidence

ORD record
ord-6c13e4de0c444991a15b1f7c9d4905b5
Source dataset
uspto-grants-1983_09
Patent number
US04405630

Reaction notes

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