Phosgene → Tetradecyl chloroformate

HRID 840595Notes

Reaction equation

HRID 840595 reaction equation
[C:1](Cl)([Cl:3])=[O:2].[CH2:5]([OH:19])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>C1(C)C=CC=CC=1>[Cl:3][C:1]([O:19][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 82091-Tetradecanol

Product 1

HCID 92493Tetradecyl chloroformateYield 98.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

29 ml of a 20% toluene solution of phosgene (55.98 mmoles) was added to tetradecyl alcohol (4 g, 18.66 mmoles) and the reaction mixture was left to stand for 20 hours under stirring at room temperature. After solvent evaporation, the residue was taken up with hexane and evaporated to dryness (several times) to give 5.1 g product as colourless liquid.

Workup

  1. waitthe reaction mixture was left
  2. customAfter solvent evaporation
  3. customevaporated to dryness (several times)

Sources & evidence

ORD record
ord-e36be687312840d2b826665a600471a0
Source dataset
uspto-grants-2002_04
Patent number
US06369073B1

Reaction notes

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