Hydrogen Bromide → 16-Bromohexadecanoic acid

HRID 131071

Reaction equation

HRID 131071 reaction equation
O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18].[BrH:20]>C(O)(=O)C>[Br:20][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 1046616-Hydroxyhexadecanoic acid

Product 1

HCID 62039716-Bromohexadecanoic acidYield 99%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

16-Bromohexadecanoic acid was prepared by refluxing for 48 hrs 5.0 gr (18.35 mmole) of 16-hydroxyhexadecanoic acid in 24 ml of 1:1 v/v mixture of HBr (48% aqueous solution) and glacial acetic acid. Upon cooling, crude product was solidified inside the reaction vessel. It was filtered out and washed with 3×100 ml of cold water. 6.1 gr (99% yield) of the desired product were obtained.

Workup

  1. custom16-Bromohexadecanoic acid was prepared
  2. temperatureUpon cooling
  3. filtrationIt was filtered out
  4. washwashed with 3×100 ml of cold water

Sources & evidence

ORD record
ord-5c24e10a6f8444acbd4e7766507ebdd8
Source dataset
uspto-grants-2008_06
Patent number
US07384749B2

Linked notes

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