Tetrahydrofuran → HCID 22164489, compound

HRID 1088022Notes

Reaction equation

HRID 1088022 reaction equation
[CH3:1][O:2][C:3]([CH:5]([O:8][CH3:9])[O:6][CH3:7])=[CH2:4].[O:10]1CCC[CH2:11]1>>[CH3:1][O:2][CH:3]([CH:5]([O:8][CH3:9])[O:6][CH3:7])[CH2:4][CH:11]=[O:10]

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 14495344HCID 14495344, compound

Product 1

HCID 22164489HCID 22164489, compoundYield 87%

Procedure

A 10 1 magnetic lift stirred autoclave is charged with 1,015 g of 2,3,3-trimethoxyprop-1-ene together with 3,000 g of tetrahydrofuran and 500 mg of Rh2 (COD)2Cl2 as hydroformylation catalyst. The oxo reaction is carried out under a pressure of 500 bar (CO/H2 =1:1) at 40° C. for 6 hours, at 60° C./550 bar for another 6 hours and at 80° C./600 bar for a further 6 hours. According to gas chromatography, this way of carrying out the reaction gives a conversion of 94%. The desired compound 3,4,4-trimethoxybutanal (bp=135° C./110 mbar) is obtained in the yield of 87% following fraction-ation. Preparation of methyl 2-methoxyacrylate

Workup

  1. wait/550 bar for another 6 hours
  2. waitat 80° C./600 bar for a further 6 hours
  3. customgives a conversion of 94%

Sources & evidence

ORD record
ord-d980a0fee8394500b686459609a61b05
Source dataset
uspto-grants-1990_10
Patent number
US04960954

Reaction notes

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