Sodium Hydroxide → 4'-(12-Hydroxydodecyloxy)biphenyl-4-carboxylic acid

HRID 231017Notes

Reaction equation

HRID 231017 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][O:31]C(=O)C)=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C.O>[OH:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([C:9]2[CH:10]=[CH:11][C:6]([C:4]([OH:5])=[O:3])=[CH:7][CH:8]=2)=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 536569284'-(12-Acetyloxydodecyloxy)biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 197795814'-(12-Hydroxydodecyloxy)biphenyl-4-carboxylic acidYield 98%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

30 m moles(14.1 g) of the above 4'-(12-acetyloxydodecyloxy)biphenyl-4-carboxylic acid ethyl ester and 10 g of sodium hydroxide were stirred for 10 min. at 70° C. in 40 ml of ethanol and 80 ml of water. After the reaction, the reaction solution was concentrated to obtain 11.7 g of 4'-(12-hydroxydodecyloxy)biphenyl-4-carboxylic acid. (yield: 98%)

Workup

  1. customAfter the reaction
  2. concentrationthe reaction solution was concentrated

Sources & evidence

ORD record
ord-edd1a7db96c04e14a99908e3e37b0a38
Source dataset
uspto-grants-1989_07
Patent number
US04844835

Reaction notes

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