Lithium Hydroxide → HCID 23052160, compound

HRID 727976Notes

Reaction equation

HRID 727976 reaction equation
C([O:4][C:5]1[CH:33]=[CH:32][C:8]([C:9]([O:11][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][CH3:30])=[C:14]([Cl:31])[CH:13]=2)=[O:10])=[CH:7][CH:6]=1)(=O)C.[Li+].[OH-]>C1COCC1.CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([O:11][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][CH3:30])=[C:14]([Cl:31])[CH:13]=2)=[O:10])=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 23052176HCID 23052176, compound

Product 1

HCID 23052160HCID 23052160, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In ethanol, chlorohydroquinone was reacted with dodecylbromide in ethanol by using 1 equivalent of potassium hydroxide to obtain 3-chloro-4-dodecyloxyphenol. Then, 3.1 g of this 3-chloro-4-dodecyloxyphenol was reacted with 2.0 g of 2,4-acetoxybenzoic acid chloride in pyridine and the reaction mixture was treated by customary procedures to obtain 4 g of 3-chloro-4-dodecyloxyphenyl 4-acetoxybenzoate. This ester was dissolved in a THF/methanol liquid mixture and 1 equivalent of 1N LiOH was added to selectively isolate the acetoxy group, whereby 3-chloro-4-dodecyloxyphenyl 4-hydroxybenzoate was obtained.

Workup

  1. additionwas added
  2. customto selectively isolate the acetoxy group

Sources & evidence

ORD record
ord-2492248672414dd589d7c96cd03f0cb8
Source dataset
uspto-grants-1991_09
Patent number
US05045228

Reaction notes

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