Hydrochloric Acid → HCID 17979038, compound

HRID 1072116Notes

Reaction equation

HRID 1072116 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)=[O:4].CO.[OH-].[Na+].Cl>O>[CH3:23][O:22][CH2:21][CH2:20][O:19][CH2:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6][CH:7]=2)=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21920147HCID 21920147, compound

Product 1

HCID 17979038HCID 17979038, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

10 g (31.6 mmol) of 4′-(2-methoxyethoxymethoxy)biphenyl-4-carboxylic acid methyl ester, 100 ml of methanol and 31 ml of a 10 M NaOH solution are introduced, in order, into a 250 ml three-necked flask. The mixture is stirred at 80° C. for 30 minutes. After returning to room temperature, the reaction medium is poured over water and acidified with a 1 N HCl solution. The precipitate is filtered off. It is taken up in heptane. After filtering and drying, 9 g of 4′-(2-methoxyethoxymethoxy)biphenyl-4-carboxylic acid are obtained in the form of a beige powder (yield=98%).

Workup

  1. customAfter returning to room temperature
  2. filtrationThe precipitate is filtered off
  3. filtrationAfter filtering
  4. customdrying

Sources & evidence

ORD record
ord-89d656eaa23846bf92bfb2f7c4802f8a
Source dataset
uspto-grants-2005_06
Patent number
US06908939B2

Reaction notes

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