Sulfuric Acid → HCID 20064021, compound

HRID 359804Notes

Reaction equation

HRID 359804 reaction equation
S(=O)(=O)(O)O.[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=1.[OH-].[NH4+]>O>[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 18989362Ethyl p-(6-Bromohexyloxy)benzoate

Product 1

HCID 20064021HCID 20064021, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Concentrated sulfuric acid (1036 ml) was added gradually to 338 ml of water, followed by 622 g of ethyl 4-(6-bromohexyloxy)benzoate. The mixture was heated at 100°-110° C. for 35 minutes and then poured onto 2.5 kg ice with stirring. The mixture was treated with 2520 ml of ammonium hydroxide to bring the pH to 6.0. The product was collected by filtration, washed with water and hexane, and dried in an oven to give 452 g of 4-(6-bromohexyloxy)benzoic acid.

Workup

  1. temperatureThe mixture was heated at 100°-110° C. for 35 minutes
  2. filtrationThe product was collected by filtration
  3. washwashed with water and hexane
  4. customdried in an oven

Sources & evidence

ORD record
ord-ae36186fe0d54d16964391139415fd70
Source dataset
uspto-grants-1991_03
Patent number
US05002960

Reaction notes

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