Acrolein → 2-isobutoxy-3,4-dihydro-2H-pyran

HRID 2110948Notes

Reaction equation

HRID 2110948 reaction equation
[CH2:1]([O:5][CH:6]=[CH2:7])[CH:2]([CH3:4])[CH3:3].[CH:8]([CH:10]=[CH2:11])=[O:9]>C(C1C=CC(C)=C(O)C=1C(C)(C)C)(C)(C)C>[CH2:1]([O:5][CH:6]1[CH2:7][CH2:11][CH:10]=[CH:8][O:9]1)[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 7847AcroleinHCID 7992Vinyl isobutyl ether

Product 1

HCID 2404052-isobutoxy-3,4-dihydro-2H-pyranYield 88%

Reagents, catalysts & solvents 1

HCID 19351831HCID 19351831, compoundCatalyst

Procedure

In a 50 L-volume autoclave made of stainless-steel, 16.22 kg of isobutylvinylether (IBVE), 6.97 kg of acrolein (ACR) and 0.08 kg of di-t-butylhydroxytoluene (BHT) were placed and the inside of the reactor was purged with nitrogen. The pressure was increased to 3 MPa with nitrogen and reaction was performed at 135° C. for 16 hours. The yield of 3,4-dihydro-2-isobutoxy-2H-pyran (DHIBP) was 94% (with ACR used as standard). The reaction solution was subjected to distillation, to thereby obtain 17.1 kg of DHIBP (20 kPa/120° C.).

Workup

  1. customthe inside of the reactor was purged with nitrogen
  2. temperatureThe pressure was increased to 3 MPa with nitrogen and reaction
  3. distillationThe reaction solution was subjected to distillation

Sources & evidence

ORD record
ord-ab04d9b7c37540418fd7a8b9f9ecdc4a
Source dataset
uspto-grants-2009_04
Patent number
US07518003B2

Reaction notes

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