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Hydrochloric Acid → 4-({10-[(Hepta-1,6-dien-4-yl)oxy]decyl}oxy)benzoic acid

HRID 1755610
Notes
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Reaction equation

HRID 1755610 reaction equation
[CH2:1]=[CH:2][CH2:3][CH:4]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:29]=[CH:28][C:23]([C:24]([O:26]C)=[O:25])=[CH:22][CH:21]=1)[CH2:5][CH:6]=[CH2:7].[OH-].[K+].Cl>O.CO>[CH2:7]=[CH:6][CH2:5][CH:4]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:28][CH:29]=1)[CH2:3][CH:2]=[CH2:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19917654HCID 19917654, compound

Product 1

HCID 199176554-({10-[(Hepta-1,6-dien-4-yl)oxy]decyl}oxy)benzoic acidYield 96%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent
HCID 962
Water
Solvent
2×

Procedure

13 g of the compound (5) and 6 g of potassium hydroxide were dissolved in a solution mixture of 70 ml of water and 30 ml of methanol, and reflux was carried out for 6 hours. After addition of the reaction solution to 400 ml of water, the mixture was then adjusted approximately to pH 1 with concentrated hydrochloric acid. The white precipitate generated was collected by filtration, washed with water, and dried at 40° C. under reduced pressure, to obtain 12 g of the compound (6). (Yield: 96%)

Workup

  1. temperaturereflux
  2. filtrationThe white precipitate generated was collected by filtration
  3. washwashed with water
  4. customdried at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-d1c5f59749534c7184b2c982e02e7f9b
Source dataset
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05437816

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes