Dicyclohexylphosphine → 3-(dicyclohexylphosphino)-cyclohexanone

HRID 1822103Notes

Reaction equation

HRID 1822103 reaction equation
[CH:1]1([PH:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:14]1(=[O:20])[CH2:19][CH2:18][CH2:17][CH:16]=[CH:15]1>>[CH:8]1([P:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[CH:16]2[CH2:17][CH2:18][CH2:19][C:14](=[O:20])[CH2:15]2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 13239DicyclohexylphosphineHCID 135942-Cyclohexen-1-one

Product 1

HCID 112894063-(dicyclohexylphosphino)-cyclohexanone

Conditions

Temperature
60 °C

Procedure

A 250 ml round-bottomed flask fitted with a condenser, nitrogen purge, and addition funnel was charged with a solution of 89.7 g (0.45 mol) dicyclohexylphosphine and heated to 60° C. with stirring. To the flask was added 50.8 g (0.53 mol) 2-cyclohexen-1-one over a period of 0.5 hour. When addition was complete, the temperature of the contents of the flask was slowly raised to 90° C. and maintained at that temperature for 6 hours, then cooled. Unreacted starting materials were removed by evaporation under reduced pressure at 150° C.

Workup

  1. customA 250 ml round-bottomed flask fitted with a condenser
  2. customnitrogen purge
  3. additionaddition funnel
  4. additionWhen addition
  5. temperaturethe temperature of the contents of the flask was slowly raised to 90° C.
  6. temperaturemaintained at that temperature for 6 hours
  7. temperaturecooled
  8. customwere removed by evaporation under reduced pressure at 150° C.

Sources & evidence

ORD record
ord-344c00d0f19e49c0ae65d519b3eed556
Source dataset
uspto-grants-2009_10
Patent number
US07608713B2

Reaction notes

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