Hydrochloric Acid → 52406-24-3

HRID 436186Notes

Reaction equation

HRID 436186 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][C:5]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:19]=1)([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:8]=1)[CH3:6].[OH-].[Na+].Cl>C(O)C>[OH:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:19]=2)([CH3:6])[CH2:4][C:3]([OH:29])=[O:2])=[CH:8][C:9]=1[C:14]([CH3:17])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19821102HCID 19821102, compound

Product 1

HCID 1837369952406-24-3

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 g of 3,3-bis(4'-hydroxy-3'-tert.-butylphenyl)butanoic acid methyl ester (m.p. 82° C) were added to a solution of 40 g of sodium hydroxide in 600 ml of ethanol and the mixture was refluxed. After cooling to room temperature, the mixture was acidified with hydrochloric acid. The alcohol was removed by distillation and the solid residue was dissolved in hot toluene. The hot solution was filtered. Upon cooling, the 3,3-bis(4'-hydroxy-3'-tert.butyl-phenyl)butanoic acid precipitated from the toluene solution, m.p. 156° C.

Workup

  1. temperaturethe mixture was refluxed
  2. customThe alcohol was removed by distillation
  3. dissolutionthe solid residue was dissolved in hot toluene
  4. filtrationThe hot solution was filtered
  5. temperatureUpon cooling
  6. customthe 3,3-bis(4'-hydroxy-3'-tert.butyl-phenyl)butanoic acid precipitated from the toluene solution, m.p. 156° C.

Sources & evidence

ORD record
ord-2e14953a33c84e2fa023ca35c48b7212
Source dataset
uspto-grants-1977_02
Patent number
US04007282

Reaction notes

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