A new procedure has been developed for the efficient preparation of angelate esters from alcohols. The alcohol is treated in dry toluene at 70-80 =C for 19-36 h with a mixed anhydride prepared from angelic acid and 2,4,6-tdchlorobenzoyl chloride. In the absence of base, no tiglate ester is produced.
Improved preparation of aliphatic propynoic esters
โ Scribed by L. Balas; B. Jousseaume; B. Langwost
- Book ID
- 104233177
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 120 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Alcohol Yield (%)(a) l-octanol 68 1.4-Butanediol 66 buyI alcohol 52 a-Methylbenzyl alcohol 76 3J-Hexadien-l-01 72 z-plopen-l-01 75 3-Phenyl-Zpropen-l-o1 71 t-Butanol 0 (18) I-Methyl-1-phenyl ethanol 0 1X-LNMR (CC4, (ppmi) 0.8S1.8 (m,15H) :2.8~(s,lH) ;4.12 (t,2H) 1.65-1.9 (m,4H) ; 2.82 (s,2H) ; 4.15 (m,4H) 2.85 (s.1I-l) ; 5.0 (833 ; 7.15 (s,5H) (19) 1.50 (d2H) ; 2.80 (s.1I-l) ; 5.85 (q,lH) : 7.20 (s,5H) 2.30 (q,W ; 2.75 (s,lH) ; 4.05 (@I) ; 4.80-6.45 (m.4I-I) 2.90 (s,lH) ; 4.60 (42H) ; 5.10-6.30 (m.3I-I) 00) 2.90 (s,lW ; 4.65 (d,2Q ; 5.80-6.7O(m, 2I-I) ; 7.20 (s.5I-I) (20) (a) Satisfactory microanalyses obtained : C +-0.40, H +_ 0.3 1
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