1-Dodecanol → HCID 15375359, compound

HRID 1439833Notes

Reaction equation

HRID 1439833 reaction equation
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[P:14]([Cl:18])(Cl)(Cl)=[O:15]>C(Cl)Cl>[CH2:1]([P:14]([Cl:18])([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 81931-DodecanolHCID 24813Phosphorus oxychloride

Product 1

HCID 15375359HCID 15375359, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dodecyl alcohol (223.6 g, 1.2 mol) and 500 ml of methylene chloride were placed in a 1 l three-necked flask equipped with a condenser and a stirring device. They were cooled with ice-cold water, and 55.8 g (0.6 mol) of phosphorus oxychloride was added dropwise thereto over a 30-minute period with stirring at the inside temperature of 10° C. or less. After the completion of addition, the admixture was further stirred for 20 minutes as it was. Then, it was heated up to room temperature, and reacted for one hour under reduced pressure of 80-120 mmHg. Further, the reaction mixture was heated up to 50° C. and undergo reaction for 3 hours under ordinary pressure. The resulting reaction solution was cooled to room temperature to give 246.6 g of a transparent liquid (yield: 87.6%).

Workup

  1. customequipped with a condenser
  2. additionwas added dropwise
  3. additionAfter the completion of addition
  4. stirringthe admixture was further stirred for 20 minutes as it
  5. customreacted for one hour under reduced pressure of 80-120 mmHg
  6. temperatureFurther, the reaction mixture was heated up to 50° C.
  7. customreaction for 3 hours under ordinary pressure
  8. customThe resulting reaction solution
  9. temperaturewas cooled to room temperature

Sources & evidence

ORD record
ord-63173112ba8944f3b0e6ad367ad56730
Source dataset
uspto-grants-1996_03
Patent number
US05496681

Reaction notes

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