2,5-Furandimethanol → 2,5-Tetrahydrofurandimethanol

HRID 1462225Notes

Reaction equation

HRID 1462225 reaction equation
[OH:1][CH2:2][C:3]1[O:4][C:5]([CH2:8][OH:9])=[CH:6][CH:7]=1>CO>[OH:1][CH2:2][CH:3]1[CH2:7][CH2:6][CH:5]([CH2:8][OH:9])[O:4]1

Participants

3

Reactant 1

HCID 746632,5-Furandimethanol

Product 1

HCID 977922,5-TetrahydrofurandimethanolYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

Into a 300 ml stainless steel autoclave was charged 40.03 g. 2,5-bis-(hydroxymethyl)furan, 100 ml methanol and 3 g. of cationic ruthenium zeolite. After pressurizing with H2 to 1900 psig and initiating stirring, the exothermic reduction occurred increasing the temperature from 30° C. (reaction temperature) to 61° C. The reduction temperature started to decrease as the reduction slowed down. The reduction was complete in 30 minutes and workup gave 99 percent 2,5-bis-hydroxymethyl tetrahydrofuran as the sole product (verified by analysis).

Workup

  1. custom(reaction temperature) to 61° C

Sources & evidence

ORD record
ord-ee5b804671034542807cde8c7ab6b9fd
Source dataset
uspto-grants-1984_07
Patent number
US04459419

Reaction notes

Loading…