Sodium sulfate decahydrate → (3-(Benzyloxy)-5-methylphenyl)methanol

HRID 1486878Notes

Reaction equation

HRID 1486878 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([CH3:19])[CH:18]=1)[C:12](OC)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:12][OH:13])[CH:16]=[C:17]([CH3:19])[CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 54117795Methyl 3-(benzyloxy)-5-methylbenzoate

Product 1

HCID 53805946(3-(Benzyloxy)-5-methylphenyl)methanolYield 87.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of methyl 3-(benzyloxy)-5-methylbenzoate (1.29 g) in THF (10 mL) was added dropwise to a suspension of lithium aluminum hydride (0.229 g) in THF (10 mL) at 0 C. The obtained mixture was stirred at 0 C for 2 hours, then sodium sulfate decahydrate was added thereto in small portions at 0 C, and the precipitate was filtered off. The filtrate was concentrated under reduced pressure to obtain the title compound (1.01 g).

Workup

  1. filtrationin small portions at 0 C, and the precipitate was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c9e9ea6d678c4597a0e7abfd2b877d0c
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

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