Toluene → 12-Bromododecanoyl chloride
反応式
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=O.C1(C)C=CC=CC=1.S(Cl)([Cl:25])=O>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([Cl:25])=[O:15]参加物
実験手順
A solution of 30 mmols (8.4 g) of 12-bromododecanoic acid and 10 ml of toluene in 5 ml of thionyl chloride was stirred at 80° C. for 1 hour. Excess thionyl chloride and toluene were distilled out under reduced pressure to obtain 12-bromododecanoyl chloride (acid chloride 11e). 25 mmols (10.1 g) of hydroxy ester 11d obtained in said (11-5) and 30 mmols (3.0 g) of triethylamine were stirred in 100 ml of THF for 2 hours. Thereto was added dropwise a solution of said acid chloride 11e in THF, followed by stirring for 8 hours. The reaction mixture was extracted with ether, washed with dilute aqueous hydrochloric acid solution, dried, concentrated and then purified by column chromatography to obtain the objective bromo ester 11f (13.3 g, yield 80% [α]23D=+2.29 (chloroform)).
後処理
- distillationExcess thionyl chloride and toluene were distilled out under reduced pressure
出典と根拠
- ORDレコード
- ord-dcf77c571c1d4298beda7105a5e4010a
- 出典データセット
- uspto-grants-1990_04
- 特許番号
- US04915867
反応ノート
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