1,4-Butanediol → Formaldehyde

HRID 280391Notes

Reaction equation

HRID 280391 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4][OH:5]>O1CCCC1>[CH:1]#[CH:2].[CH2:4]=[O:5].[CH2:1]([OH:6])[C:2]#[C:3][CH2:4][OH:5]

Participants

5

Reactant 1

HCID 80641,4-Butanediol

Product 3

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

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetrahydrofuran is prepared from a crude alkaline aqueous solution of butane-1,4-diol, as obtained by reaction of acetylene with aqueous formaldehyde and catylytic hydrogenation of the resulting but-2-yne-1,4-diol solution by a process in which the alkaline solution is first neutralized with sulfuric acid and water is then eliminated in the liquid phase at from 200° to 260° C., under superatmospheric pressure and in the presence of phosphoric acid.

Sources & evidence

ORD record
ord-ebf11e2b76dc432091730c767df7a461
Source dataset
uspto-grants-1986_05
Patent number
US04588827

Reaction notes

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