Phosphorus trichloride → HCID 20454255, compound

HRID 1461957Notes

Reaction equation

HRID 1461957 reaction equation
[CH3:1][C:2]1([CH3:13])[CH2:7][CH:6]([CH3:8])[CH2:5][CH:4]([CH2:9][C:10](O)=[O:11])[CH2:3]1.P(Cl)(Cl)[Cl:15]>CCOCC>[CH3:1][C:2]1([CH3:13])[CH2:7][CH:6]([CH3:8])[CH2:5][CH:4]([CH2:9][C:10]([Cl:15])=[O:11])[CH2:3]1

Participants

4

Reactant 2

HCID 24387Phosphorus trichlorideHCID 102954Cyclohexaneacetic acid, 3,3,5-trimethyl-

Product 1

HCID 20454255HCID 20454255, compoundYield 264.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

114 g of 3,3,5-trimethyl-cyclohexylacetic acid in 350 ml of dry ether in a round flask which is fitted with a thermometer, stirrer, reflux condenser and dropping funnel are treated rapidly with 32.8 g of phosphorus trichloride and the mixture is subsequently held at reflux temperature for a further 4 hours. The phosphorous acid is decanted off and the ether is evaporated in vacuo. There are obtained 128 g (yield: quantitive) of crude 3,3,5-trimethyl-cyclohexylacetyl chloride.

Workup

  1. temperaturereflux condenser
  2. temperatureat reflux temperature for a further 4 hours
  3. customThe phosphorous acid is decanted off
  4. customthe ether is evaporated in vacuo

Sources & evidence

ORD record
ord-5a4b0be5ff7e40438a1d9ba87a393e12
Source dataset
uspto-grants-1984_07
Patent number
US04457862

Reaction notes

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