Triethylamine → HCID 17910426, compound

HRID 2187727Notes

Reaction equation

HRID 2187727 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[OH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][C:9]=1[CH2:20][CH2:21][CH3:22].C(N(CC)CC)C>C(OCC)(=O)C>[C:2](=[O:3])([O:4][CH2:5][CH3:6])[O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][C:9]=1[CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 18476681HCID 18476681, compound

Product 1

HCID 17910426HCID 17910426, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

At 5 to 10° C., 18.4 g (0.17 mol) of ethyl chloroformate are added dropwise with cooling to a solution of 36.3 g (0.17 mol) of 4-hydroxy-3-propyl-biphenyl in 160 ml of ethyl acetate and 17.2 g (0.17 mol) of triethylamine. The solution is left standing overnight at 20° C. and washed with water and dilute hydrochloric acid, and the organic phase is dried and concentrated 45 g (yield 93.2% of theory) of (4-phenyl-2-propyl-phenyl) ethyl carbonate are obtained as a pale oil of log p=4.76 (pH=2.3).

Workup

  1. waitThe solution is left
  2. washwashed with water and dilute hydrochloric acid
  3. customthe organic phase is dried

Sources & evidence

ORD record
ord-f55f33df13ae4881b527755e9236a650
Source dataset
uspto-grants-2002_06
Patent number
US06410581B1

Reaction notes

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