Thionyl Chloride → HCID 14276070, compound

HRID 986778Notes

Reaction equation

HRID 986778 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-88fa2241346b43e7985559e84acb519a
Source dataset
uspto-grants-1987_12
Patent number
US04716175

Reaction notes

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