Water → 2-(3,4,5-Trimethoxyphenyl)benzyl Alcohol

HRID 1634867Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=2[C:15](OCC)=[O:16])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([C:13]2[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=2[CH2:15][OH:16])[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

Conditions

Temperature: 0 °C

Procedure

Ethyl 2-(3,4,5-trimethoxyphenyl)benzoate (655 mg) was dissolved in THF (20 mL), and to the solution lithium aluminum hydride (80 mg) was added at 0° C. under an argon atmosphere. The mixture was stirred at 0° C. for 1 hour as it is. A small amount of water and then sodium sulfate were added to the reaction mixture, and the reaction mixture was filtered through celite. The filtrate was concentrated under reduced pressure, and the resultant crude crystals were recrystallized from ethyl acetate-hexane to obtain the title compound.

Workup

filtrationthe reaction mixture was filtered through celite
concentrationThe filtrate was concentrated under reduced pressure
customthe resultant crude crystals were recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record: ord-ab6688c5a4c041a18cf40270231b93ac
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06509329B1

Reaction notes

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