Oxalyl chloride → HCID 19430973, compound

HRID 275091Notes

Reaction equation

HRID 275091 reaction equation
[C:1]([O:10][CH2:11][C:12]([O:14][CH2:15][C:16]([OH:18])=O)=[O:13])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(Cl)(=O)C([Cl:22])=O>>[C:1]([O:10][CH2:11][C:12]([O:14][CH2:15][C:16]([Cl:22])=[O:18])=[O:13])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 19430972HCID 19430972, compound

Product 1

HCID 19430973HCID 19430973, compound

Procedure

5.6 g (0.22 mole) octanoyl-oxyacetyl-oxyacetic acid, 50 ml hexame were placed in a 250 ml round bottom flask. 2.9 ml (0.03 mole) oxalyl chloride was added in one portion and the reaction stirred at room temperature for 6 hours. The reaction was then heated to 80° C., a distillation head attached with condenser and receiver, and the excess oxalyl chloride and solvent removed at reduced pressure. There remained 4.5 g of light yellow oil. IR spectrum reveals no free --OH and a broad v--C=O absorbance, with maxima at 1815, 1780 and 1755 cm-1.

Workup

  1. temperatureThe reaction was then heated to 80° C.
  2. customa distillation head attached with condenser
  3. customreceiver, and the excess oxalyl chloride and solvent removed at reduced pressure

Sources & evidence

ORD record
ord-68f09f81262c4d69befc0b751042a10e
Source dataset
uspto-grants-1995_02
Patent number
US05391812

Reaction notes

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