Hydrochloric Acid → 1289124-26-0

HRID 1055645Notes

Reaction equation

HRID 1055645 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH:15]=[O:16])[CH:14]=1)[C:8]([O:10]C)=[O:9])([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Li+].Cl>O>[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH:15]=[O:16])[CH:14]=1)[C:8]([OH:10])=[O:9])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 86690961HCID 86690961, compound

Product 1

HCID 212424091289124-26-0

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.38 g (1.7 mmol) of methyl 3-tert-butyl-5-formylbenzoate [for the preparation, see, for example, WO 2008/089034-A2, intermediate K/step 1] were initially charged in 20 ml of water, 0.5 g of lithium hydroxide monohydrate were added and the mixture was stirred at RT for 1 h. The reaction solution was then adjusted to pH 2 with 1 M hydrochloric acid and extracted with ethyl acetate. The organic phase was dried over sodium sulphate, filtered and concentrated on a rotary evaporator. This gave 0.31 g (87% of theory) of the title compound.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-543b24960a434b41bea528fd42d959b6
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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