Hydrochloric Acid → Methyl 2-(2-butynyl)decanoate

HRID 634971

반응식

HRID 634971 반응식
C([N-]C(C)C)(C)C.[Li+].[C:9]([O:20][CH3:21])(=[O:19])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].Br[CH2:23][C:24]#[C:25][CH3:26].Cl>O1CCCC1>[CH2:23]([CH:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:9]([O:20][CH3:21])=[O:19])[C:24]#[C:25][CH3:26]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8050Methyl DecanoateHCID 2724682Lithium diisopropylamideHCID 27568621-Bromo-2-butyne

생성물 1

HCID 11470455Methyl 2-(2-butynyl)decanoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
-78 °C

실험 절차

A solution of 0.055 mol of lithium diisopropylamide (LDA) in 100 ml tetrahydrofuran (THF) was cooled to −78° C. under an inert atmosphere, and 0.055 mol of methyl decanoate in THF was added dropwise with stirring. The mixture was allowed to warm over one hour to −20° C., then cooled again to −78° C. A solution of 1-bromo-2-butyne (0.050 mol) in THF (20 ml) was added dropwise, and the mixture allowed to warm to room temperature overnight. Aqueous 6N HCl (100 ml) was added, and the product extracted with ethyl ether, dried with anhydrous sodium sulfate, concentrated, and distilled in vacuo to provide methyl 2-(2-butynyl)decanoate as an oil.

후처리

  1. additionwas added dropwise
  2. temperatureto warm over one hour to −20° C.
  3. temperatureto warm to room temperature overnight
  4. extractionthe product extracted with ethyl ether
  5. dry with materialdried with anhydrous sodium sulfate
  6. concentrationconcentrated
  7. distillationdistilled in vacuo

출처 및 근거

ORD 기록
ord-e2e31d16ed114948aed6bf76c6fec2db
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06184401B2

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