Réaction #84192

ord-9b53bf7513514509b6dd4944d9eab40f

Équation de réaction

C#CC(C)(O)CCC(C)=C(C)C
3,6,7-trimethyl-6-octen-1-in-3-ol
Cc1ccc(S(=O)(=O)O)cc1
p-toluene sulfonic acid
CC(=O)OC(C)=O
acetic acid anhydride
→
C#CC(C)(CCC(C)=C(C)C)OC(C)=O
3,6,7-trimethyl-6-octen-1-in-3-yl acetate

Réactifs

C#CC(C)(O)CCC(C)=C(C)C
3,6,7-trimethyl-6-octen-1-in-3-ol
Cc1ccc(S(=O)(=O)O)cc1
p-toluene sulfonic acid
CC(=O)OC(C)=O
acetic acid anhydride

Réactifs

Aucun

Solvants

O
water

Conditions de réaction

Température
40°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter ca. 20 hours the reaction mixture is cooled down
  2. 2
    workup.DISTILLATIONdistilled

Mode opératoire

650.0 g of 3,6,7-trimethyl-6-octen-1-in-3-ol and 0.63 g of p-toluene sulfonic acid in water are mixed and heated up to a temperature of 40° C. 479.3 g of acetic acid anhydride are added within 2 hours. After ca. 20 hours the reaction mixture is cooled down and distilled to obtain 3,6,7-trimethyl-6-octen-1-in-3-yl acetate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09434676B2uspto-grants-2016_09