Ammonium Hydroxide → HCID 18548217, compound

HRID 1265976Notes

Reaction equation

HRID 1265976 reaction equation
O=P(Cl)(Cl)Cl.P(Cl)(Cl)(Cl)(Cl)[Cl:7].[CH3:12][C:13]([C:15]([CH3:23])([CH3:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O.[OH-].[NH4+]>C(OCC)C>[CH3:22][C:15]([C:13]([Cl:7])=[CH2:12])([CH3:23])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 2854623-Methyl-3-phenylbutan-2-one

Product 1

HCID 18548217HCID 18548217, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
110 °C

Procedure

Into a 250 ml round bottomed flask equipped with magnetic stirring and a reflux condenser was placed 15 g (98 mmol) of POCl3, 30 g (145 mmol) of PCl5, and 19.9 g (123 mmol) of α,α-dimethylbenzyl methyl ketone. The reaction was heated in an oil bath to an external temperature of 110° C. Gas evolution ceased after one hour. The reaction was cooled and carefully poured onto ice and aqueous ammonium hydroxide. Extractive workup with diethyl ether gave a mixture of 1-(α,α-dimethylbenzyl)-1-chloroethylene and 1-(α,α-dimethylbenzyl)-1,1-dichloroethane. Vacuum distillation gave purified 1-(α,α-dimethylbenzyl)-1-chloroethylene bp (23 torr) 110-120° C.

Workup

  1. customInto a 250 ml round bottomed flask equipped
  2. customa reflux condenser was placed
  3. temperatureThe reaction was cooled
  4. distillationVacuum distillation
  5. customgave
  6. custompurified 1-(α,α-dimethylbenzyl)-1-chloroethylene bp (23 torr) 110-120° C.

Sources & evidence

ORD record
ord-7959b68aa9334450a96302ac69f4592c
Source dataset
uspto-grants-2003_04
Patent number
US06548448B2

Reaction notes

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