Acrolein → HCID 19973607, compound
Reaction equation
[C]=O.[H][H].[CH3:5][CH:6]([CH2:9][OH:10])[CH2:7][OH:8].[CH:11]([CH:13]=[CH2:14])=O>O1CCCC1>[CH:13]([CH:14]1[O:10][CH2:9][CH:6]([CH3:5])[CH2:7][O:8]1)=[CH2:11]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A process for producing tetrahydrofuran which comprises (1) continuously feeding and reacting 2-methyl-1,3-propanediol and acrolein to form 2-vinyl-5-methyl-1,3-dioxane in a condensation reaction zone; (2) continuously withdrawing the 2-vinyl-5-methyl-1,3-dioxane from said condensation reaction zone and continuously feeding the 2-vinyl-5-methyl-1,3-dioxane into a hydroformylation reaction zone to produce a mixture of 2-(5-methyl-1',3'-dioxane)propionaldehyde and 3-(5'-methyl-1',3'-dioxane)propionaldehyde in the presence of a hydroformylation catalyst at a temperature between about 25° and 200° C and a pressure between about 15 and 300 psi; (3) continuously withdrawing the propionaldehyde mixture and catalyst from the hydroformylation reaction zone; (4) continuously separating and recycling the hydroformylation catalyst to the hydroformylation reaction zone; (5) continuously feeding and contacting the propionaldehyde mixture with hydrogen in a hydrogenation zone in the presence of a hydrogenation catalyst at a temperature between about 180° and 225° C and a pressure between about 100 and 1000 psi in an aqueous medium maintained at a pH between about 0.2 and 3 with a water-soluble acid to produce a product mixture of tetrahydrofuran and 2-methyl-1,3-propanediol; (6) continuously recovering the tetrahydrofuran and 2-methyl-1,3-propanediol as separate components; and (7) continuously recycling the 2-methyl-1,3-propanediol to the first step condensation reaction zone.
Sources & evidence
- ORD record
- ord-18f638b1234c4df69e89955e7982bb89
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04105677
Reaction notes
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