Réaction #487503

ord-4f7f4cd4eff44589afe0bf69d358011b

Équation de réaction

CC(C)(C)[Si](C)(C)OCCCCC#CCO
7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol
CC(=O)OCC#CCCCCO[Si](C)(C)C(C)(C)C
Acetic acid 7-(tert-butyl-dimethyl-silanyloxy)-hept-2-ynyl ester
CC(C)(C)[Si](C)(C)OCCCCC#CCO
7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol
CC(=O)OC(C)=O
acetic anhydride
→
C#CCCCCO[Si](C)(C)C(C)(C)C
tert-Butyl-hex-5-ynyloxy-dimethyl-silane

Réactifs

CC(C)(C)[Si](C)(C)OCCCCC#CCO
7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol
CC(=O)OCC#CCCCCO[Si](C)(C)C(C)(C)C
Acetic acid 7-(tert-butyl-dimethyl-silanyloxy)-hept-2-ynyl ester
CC(C)(C)[Si](C)(C)OCCCCC#CCO
7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol
CC(=O)OC(C)=O
acetic anhydride

Réactifs

Aucun

Solvants

c1ccncc1
pyridine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe solvent was evaporated

Mode opératoire

7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol (27); and Acetic acid 7-(tert-butyl-dimethyl-silanyloxy)-hept-2-ynyl ester (28, FIG. 4). A solution of 7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol (27) (4.507 g, 21 mmol) in pyridine (20 mL) was treated with acetic anhydride (3.0 mL, 31.8 mmol). After 18 hours, the solvent was evaporated and the residue co-evaporated with toluene. The residue was used directly in the next step.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08741281B2uspto-grants-2014_06