Hydrochloric Acid → HCID 20318415, compound

HRID 866820Notes

Reaction equation

HRID 866820 reaction equation
[C:1]([C:5]1[C:6]([OH:19])=[C:7]([CH3:18])[C:8]([CH3:17])=[C:9]([CH2:11][CH2:12][C:13]([O:15]C)=[O:14])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>C(O)C.O>[C:1]([C:5]1[C:6]([OH:19])=[C:7]([CH3:18])[C:8]([CH3:17])=[C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20318402HCID 20318402, compound

Product 1

HCID 20318415HCID 20318415, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Under nitrogen, a solution of methyl 3-(5-tert.-butyl-2,3-dimethyl-4-hydroxyphenyl)propionate (71.5 g) in 150 ml of ethanol was treated with a solution of 98% sodium hydroxide (12.1 g) in 15 ml of water, and the mixture was heated under reflux for 3 hours. The cold solution was diluted with water to about 1200 ml and then acidified with concentrated hydrochloric acid. The precipitated solid was filtered off and washed with water. Recrystallization from 600 ml of acetonitrile gave the acid, m.p. 191° to 193° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. filtrationThe precipitated solid was filtered off
  4. washwashed with water
  5. customRecrystallization from 600 ml of acetonitrile
  6. customgave the acid, m.p. 191° to 193° C.

Sources & evidence

ORD record
ord-6028d18beed0491a8c5dd22e7af39eba
Source dataset
uspto-grants-1978_07
Patent number
US04101550

Reaction notes

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