Formaldehyde → 1,4-Butanediol

HRID 263159

Reaction equation

HRID 263159 reaction equation
C#C.C=O.[C:5]([O:8][C:9](O)([OH:17])[CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:16])[CH3:15])(=[O:7])[CH3:6]>O>[CH2:12]([OH:13])[CH2:11][CH2:10][CH2:9][OH:8].[CH:9]([OH:17])([OH:8])[C:10]#[C:11][CH3:12].[C:5]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:16])[CH3:15])(=[O:7])[CH3:6]

Participants

7

Reactant 3

HCID 712FormaldehydeHCID 6326AcetyleneHCID 21316344HCID 21316344, compound

Product 3

HCID 80641,4-ButanediolHCID 69410Butylene glycol diacetateHCID 18778928But-2-yne-1,1-diol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Both 1,4-butanediol and tetrahydrofuran are useful as a solvent and raw materials for organic synthesis such as polymeric material. They have been produced through various ways. For example, tetrahydrofuran is produced by (a) catalytic hydrogenation of furan which has been obtained by elimination of carbonyl group from furfural, (b) dehydration cyclization of butanediol obtained by hydrogenation of butynediol which is a reaction product of acetylene and formaldehyde and (c) reaction of 1,4-diacetoxybutanediol and water in the presence of an acid catalyst; and 1,4-butanediol is produced by (d) hydrogenation of butynediol and (e) hydrolysis of 1,4-diacetoxybutane.

Sources & evidence

ORD record
ord-5b993f18dfc04a3e9b5718ab675e7c3c
Source dataset
uspto-grants-1979_05
Patent number
US04156685

Linked notes

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