Phosphorus trichloride → Isododecyl chloride

HRID 375503

Reaction equation

P(Cl)(Cl)[Cl:2].[CH2:5](O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15]>>[CH2:5]([Cl:2])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15]

Participants

Reactant 2

HCID 24387Phosphorus trichloride

HCID 6428591Isododecanol

Product 1

HCID 22901855Isododecyl chlorideYield 256.7%

Procedure

To a 1-gallon glass-line pressure reactor was charged 715 grams of phosphorus trichloride (PCl3, 5.2 moles). To the reactor was charged 2790 grams of isododecyl alcohol (Exxal 12, 15.0 moles) via an addition pump over a period of one hour while maintaining the reaction temperature below 100° C. After addition, the mixture was stirred at 130°-135° C. for 3 hours and cooled. The top organic layer was collected, yielding 2733 grams (94.5%) of isododecyl chloride.

Workup

temperaturewhile maintaining the reaction temperature below 100° C
additionAfter addition
temperaturecooled
customThe top organic layer was collected

Sources & evidence

ORD record: ord-8c442619c97b4b7cb581ba9479a26e13
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05486315

Linked notes

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