Methanol → Cyclohexanone Oxime

HRID 1860957Notes

Reaction equation

HRID 1860957 reaction equation
[C:1]1(=[N:7][OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:9][OH:10]>>[C:1]1(=[N:7][OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:9]1(=[O:10])[NH:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 887MethanolHCID 7517Cyclohexanone Oxime2×

Product 2

HCID 7517Cyclohexanone OximeHCID 7768Caprolactam

Procedure

0.375 g of a high silica MFI catalyst was packed into a fixed-bed-type reactor having an inner diameter of 10 mm. A mixture of cyclohexanone oxime and methanol (1:1.8 in ratio by weight) was vaporized and supplied to the reactor while using a nitrogen gas as a carrier, to conduct a gas phase Beckmann rearrangement reaction at 380° C. under 0.1 MPa with a space velocity (WHSV) of cyclohexanone oxime of 8 h−1. The reaction was continued for 20 hours, and the resulting reaction mixture was analyzed over time utilizing gas chromatography. The results (i.e., conversion of cyclohexanone oxime and selectivity to ε-caprolactam) are shown in the below Table 1 as the results obtained before regeneration of the catalyst.

Workup

  1. custom0.375 g of a high silica MFI catalyst was packed into a fixed-bed-type reactor
  2. customthe resulting reaction mixture

Sources & evidence

ORD record
ord-cebc5c4d44fd434ea870ea26f6a85f52
Source dataset
uspto-grants-2003_03
Patent number
US06531595B2

Reaction notes

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