Hydrochloric Acid → HCID 89580768, compound

HRID 2170515Notes

Reaction equation

HRID 2170515 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]([C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[CH:8][CH:7]=1)[CH3:5].O.[OH-].[Li+].Cl>CO.O>[OH:1][CH2:2][CH2:3][CH:4]([C:6]1[CH:7]=[CH:8][C:9]([C:10]([OH:12])=[O:11])=[CH:14][CH:15]=1)[CH3:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 89580873HCID 89580873, compound

Product 1

HCID 89580768HCID 89580768, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the solution of methyl 4-(4-hydroxybutan-2-yl)benzoate (354 mg, 1.7 mmol) in methanol (30 mL) and water (5 mL) was added lithium hydroxide hydrate (150 mg, 3.6 mmol) were added. The mixture was stirred at room temperature for 12 hours. Then the reaction mixture was acidified by hydrochloric acid aqueous solution (1N) to adjust pH=6 and extracted with dichloromethane (10 mL×3). The organic layers were combined and concentrated to give 4-(4-hydroxybutan-2-yl)benzoic acid (290 mg, 88%).

Workup

  1. additionwere added
  2. extractionextracted with dichloromethane (10 mL×3)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3c00c550b0af46b58f43e321b86ea017
Source dataset
uspto-grants-2015_06
Patent number
US09051269B2

Reaction notes

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