Phosgene → Tetradecyl chloroformate

HRID 229309

Reaction equation

HRID 229309 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-2d13dd51f1cf434baf640ddf914ee0aa
Source dataset
uspto-grants-2009_07
Patent number
USRE040861E1

Linked notes

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