Sodium Hydroxide → HCID 14534584, compound

HRID 1886561Notes

Reaction equation

HRID 1886561 reaction equation
[OH-].[Na+].C([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:9]=1[F:18])(=O)C>O1CCOCC1.O>[C:14]([C:10]1[C:9]([F:18])=[C:8]([CH:13]=[CH:12][CH:11]=1)[CH2:7][OH:6])([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 14534583HCID 14534583, compound

Product 1

HCID 14534584HCID 14534584, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

67 g of 8% strength aqueous sodium hydroxide solution are added to a solution of 25 g (0.11 mole) of 3-tert-butyl-2-fluorobenzyl acetate in 100 ml of dioxane and the mixture is stirred for 7 hours at 50° C., diluted with 100 ml of water and extracted three times with dichloromethane. Drying and evaporation give 19.5 g (97%) of 3-tert-butyl-2-fluorobenzyl alcohol.

Workup

  1. extractionextracted three times with dichloromethane
  2. customDrying
  3. customevaporation

Sources & evidence

ORD record
ord-e8ecd4f8fe0b413eb8b2bdb087613ce3
Source dataset
uspto-grants-1992_09
Patent number
US05151548

Reaction notes

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