Hydrochloric Acid → HCID 14520266, compound

HRID 1722030Notes

Reaction equation

HRID 1722030 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:18]([F:19])=[C:17]([CH3:20])[C:16]([F:21])=[C:15]([F:22])[C:10]=1[C:11](OC)=[O:12].O.Cl>[Na]>[CH3:7][O:8][C:9]1[C:18]([F:19])=[C:17]([CH3:20])[C:16]([F:21])=[C:15]([F:22])[C:10]=1[CH2:11][OH:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14520265Methyl 2,3,5-trifluoro-6-methoxy-4-methylbenzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 14520266HCID 14520266, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 5360545SodiumSolvent

Procedure

Lithium aluminium hydride (0.5 g) was added to a stirred solution of methyl 2-methoxy-4-methyl-3,5,6-trifluorobenzoate (6.2 g) in sodium dried diethyl ether (50 cm3) and the mixture stirred for a further three hours. The mixture was then stood at the ambient temperature for a further 17 hours. After pouring the mixture into water and acidifying with dilute hydrochloric acid the resultant mixture was extracted with diethyl ether. The ethereal extracts were washed with water and dried over anhydrous magnesium sulphate. Removal of the solvent by evaporation under reduced pressure yielded 2-methoxy-4-methyl-3,5,6-trifluorobenzyl alcohol (5.0 g) as a low melting white solid.

Workup

  1. waitThe mixture was then stood at the ambient temperature for a further 17 hours
  2. extractionwas extracted with diethyl ether
  3. washThe ethereal extracts were washed with water
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customRemoval of the solvent
  6. customby evaporation under reduced pressure

Sources & evidence

ORD record
ord-88e1d8dc646d45d3925d70b0336ee831
Source dataset
uspto-grants-1989_08
Patent number
US04853414

Reaction notes

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