Phthalide → 1,2-Benzenedimethanol

HRID 39622

Reaction equation

HRID 39622 reaction equation
[C:1]1([C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][O:3]1)=[O:2].[H][H]>O1CCCC1>[C:5]1([CH2:4][OH:3])[C:10]([CH2:1][OH:2])=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6885PhthalideHCID 178418361HCID 178418361, compound

Product 1

HCID 691531,2-Benzenedimethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phthalide (5 mmol), a ruthenium complex 1 (0.025 mmol), and tetrahydrofuran (2 mL) were charged into a 100-mL autoclave equipped with a stirrer. Then, the mixture was subjected to hydrogenation at a hydrogen pressure of 5 MPa at 100° C. for 16 hours. The reaction liquid was analyzed by gas chromatography. As a result, 1,2-benzenedimethanol was obtained at a conversion rate of 66% and a selectivity of 99% or more.

Workup

  1. customequipped with a stirrer
  2. customThe reaction liquid

Sources & evidence

ORD record
ord-abdaff8d3dc44bac983ca04b5b92d38e
Source dataset
uspto-grants-2013_09
Patent number
US08524953B2

Linked notes

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