Tetrahydrofuran → Formaldehyde

HRID 280393Notes

Reaction equation

HRID 280393 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([OH:11])[CH2:7][CH2:8][CH2:9][OH:10]>O>[CH2:6]([OH:11])[CH2:7][CH2:8][CH2:9][OH:10].[CH:2]#[CH:3].[CH2:2]=[O:1].[CH2:5]([OH:1])[C:4]#[C:3][CH2:2][OH:10]

Participants

7

Reactant 2

HCID 8028TetrahydrofuranHCID 80641,4-Butanediol

Product 4

HCID 712FormaldehydeHCID 6326AcetyleneHCID 80641,4-ButanediolHCID 80662-Butyne-1,4-diol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A process for the preparation of tetrahydrofuran from an aqueous solution of butane-1,4-diol by eliminating water in the liquid phase at elevated temperatures, under superatmospheric pressure and in the presence of an acid, wherein a crude alkaline aqueous solution of butane-1,4-diol, obtained by reaction of acetylene with aqueous formaldehyde and catalytic hydrogenation of the resulting but-2-yne-1,4-diol solution, is, neutralized with sulfuric acid, and is then acidified by adding phosphoric acid and heated at from 200° to 260° C. under superatmospheric pressure.

Sources & evidence

ORD record
ord-1a8b924490ec43de80fd37246152b05d
Source dataset
uspto-grants-1986_05
Patent number
US04588827

Reaction notes

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