HCID 11829618, compound → cis-2,5-Bis(hydroxymethyl)tetrahydrofuran

HRID 620513Notes

Reaction equation

HRID 620513 reaction equation
[CH2:1]([OH:10])[C@H:2]([CH2:4][CH2:5][C@@H:6]([CH2:8][OH:9])[OH:7])O>S(=O)(=O)(O)O>[OH:10][CH2:1][C@H:2]1[CH2:4][CH2:5][C@@H:6]([CH2:8][OH:9])[O:7]1

Participants

3

Reactant 1

HCID 11829618HCID 11829618, compound

Product 1

HCID 12886254cis-2,5-Bis(hydroxymethyl)tetrahydrofuran

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

In a similar fashion, 3,4-dideoxy-threo-hexitol was dehydrated in the presence of sulfuric acid catalyst to give cis-2,5-bis(hydroxymethyl)tetrahydrofuran; di-p-toluenesulfonate, m.p. 128°-129° C., reported m.p. 128°-130° C. (Cope and Baxter, J. Am. Chem. Soc., 77, 393-396 (1955)).

Sources & evidence

ORD record
ord-d356adb13a484f6e9af80b7190576f18
Source dataset
uspto-grants-1989_04
Patent number
US04820880

Reaction notes

Loading…