Reaktion #74742

ord-63235544baeb4a01bcd04c12e75ec3ce

Reaktionsgleichung

C=CC(C)(C)O
2-methyl-3-buten-2-ol
COC(=O)CC(C)=O
methyl acetoacetate
C=CC(C)(C)O
2-methyl-3-buten-2-ol
CC(=O)CCC=C(C)C
2-methyl-2-hepten-6-one
CC(C)[O-].CC(C)[O-].CC(C)[O-].[Al+3]
aluminum triisopropylate
→
CC(=O)CCC=C(C)C
2-methyl-2-hepten-6-one
C=CC(C)(C)O
2-methyl-3-buten-2-ol
C=CC(=C)C
isoprene

Edukte

—
reaction product
C=CC(C)(C)O
2-methyl-3-buten-2-ol
COC(=O)CC(C)=O
methyl acetoacetate
C=CC(C)(C)O
2-methyl-3-buten-2-ol
CC(=O)CCC=C(C)C
2-methyl-2-hepten-6-one
CC(C)[O-].CC(C)[O-].CC(C)[O-].[Al+3]
aluminum triisopropylate

Reagenzien

Keine

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONis introduced in the course of 18 hours
  2. 2
    workup.DISTILLATIONby distillation when the reaction

Vorschrift

7.5 g of aluminum triisopropylate and 50 g of a reaction product which contains 42 g of 2-methyl-2-hepten-6-one and 5 g of 2-methyl-3-buten-2-ol are heated at 150° C. in the reaction apparatus described in Example 1, and a mixture of 464 g of methyl acetoacetate and 430 g of 2-methyl-3-buten-2-ol is introduced in the course of 18 hours. On working up the mixture by distillation when the reaction has ceased, 490 g of 2-methyl-2-hepten-6-one, 95 g of unconverted 2-methyl-3-buten-2-ol, 13 g of acetone and 4 g of isoprene are obtained. The yield (448 g) is 89% of theory, based on methyl acetoacetate employed, and 90.1%, based on methylbutenol converted.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04173588uspto-grants-1979_11