Carbon Dioxide → Carbonochloridic acid, 2-hexyldecyl ester

HRID 1638388Notes

Reaction equation

HRID 1638388 reaction equation
[CH2:1]([CH:7]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:8][OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:18](Cl)([Cl:20])=[O:19].C(=O)=O>CC(C)=O>[Cl:20][C:18]([O:9][CH2:8][CH:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:19]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 6371Phosgene2×HCID 953372-Hexyl-1-decanol

Product 1

HCID 11023129Carbonochloridic acid, 2-hexyldecyl ester

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Hexyldecyl chloroformate was prepared by adding 2-hexyldecanol (540 g) during 3 hours to liquid phosgene (500 g) which was refluxing below a condenser cooled with a mixture of solid carbon dioxide and acetone. After addition was complete the mixture was stirred for 30 minutes, and excess phosgene was then allowed to evaporate into a scrubbing device charged with 20% aqueous sodium hydroxide. The last traces of phsogene were removed by bubbling nitrogen through the liquid product while it was heated to 120°.

Workup

  1. temperaturewas refluxing below a condenser
  2. additionAfter addition
  3. customto evaporate into a scrubbing device
  4. additioncharged with 20% aqueous sodium hydroxide
  5. customThe last traces of phsogene were removed
  6. customby bubbling nitrogen through the liquid product while it
  7. temperaturewas heated to 120°

Sources & evidence

ORD record
ord-9344fff20d04445cbdb8e5b0014b8ab7
Source dataset
uspto-grants-1989_11
Patent number
US04879388

Reaction notes

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