Thionyl Chloride → HCID 14276070, compound

HRID 1252389Notes

Reaction equation

HRID 1252389 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3](O)=[O:4].S(Cl)([Cl:22])=O>>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]([Cl:22])=[O:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1173842-Methylpalmitic acid

Product 1

HCID 14276070HCID 14276070, compound

Procedure

2-Methylhexadecanoic acid (27.0 g 0.1 mol) was mixed with 100 ml of thionyl chloride and the resulting mixture was stirred and heated under reflux for eight hours and then stirred at room temperature overnight. The mixture was concentrated under vacuum, diethyl ether was added and the mixture again concentrated under vacuum. The residue was distilled to yield 25.8 g of 2-methylhexadecanoyl chloride, bp 120°-125° C. at 0.25 mm Hg.

Workup

  1. temperatureheated
  2. temperatureunder reflux for eight hours
  3. stirringstirred at room temperature overnight
  4. concentrationThe mixture was concentrated under vacuum, diethyl ether
  5. additionwas added
  6. concentrationthe mixture again concentrated under vacuum
  7. distillationThe residue was distilled

Sources & evidence

ORD record
ord-25ee681b71c6483db9438aeca0e6f5a2
Source dataset
uspto-grants-1988_05
Patent number
US04743605

Reaction notes

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