Pyridine → HCID 19373318, 화합물

HRID 129262노트

반응식

HRID 129262 반응식
[OH:1][CH2:2][C:3]1([CH2:7][CH2:8][CH3:9])[CH2:6][O:5][CH2:4]1.N1C=[CH:14][CH:13]=[CH:12][CH:11]=1.CC[O:18][CH2:19][CH3:20]>>[C:19]([O:1][CH2:2][C:3]1([CH2:7][CH2:8][CH3:9])[CH2:6][O:5][CH2:4]1)(=[O:18])[CH2:20][CH2:14][CH2:13][C:12]#[CH:11]

참가 물질

4

반응물 3

HCID 1049PyridineHCID 3283Diethyl Ether2회HCID 1838902-Propyl-2-oxetanemethanol

생성물 1

HCID 19373318HCID 19373318, 화합물

실험 절차

A mixture of hex-5-ynoic acid (1 g) and thionyl chloride (1.95 ml) in benzene (25 ml) was heated under reflux for 3 hours. The resulting solution was cooled and then evaporated in vacuo. The acid halide thus obtained was taken up in ether (5 ml) and added, dropwise, to a stirred solution of 3-hydroxymethyl-3-n-propyloxetane (1.2 g) and pyridine (0.8 ml) in dry ether (20 ml.). The reaction mixture was stirred at room temperature for 16 hours. After this time the organic phase was washed with water, 5% hydrochloric acid, saturated sodium bicarbonate solution and brine before drying over anhydrous magnesium sulphate and then evaporation in vacuo. The residue was purified by chromatography on silica, pre-eluted with hexane containing 1% triethylamine. Elution with hexane/ether mixtures gave (3-propyloxetan-3-yl)methyl hex-5-ynoate (1.33 g) as a colourless oil.

후처리

  1. additionadded
  2. washAfter this time the organic phase was washed with water, 5% hydrochloric acid, saturated sodium bicarbonate solution and brine
  3. dry with materialbefore drying over anhydrous magnesium sulphate
  4. customevaporation in vacuo
  5. customThe residue was purified by chromatography on silica
  6. washpre-eluted with hexane containing 1% triethylamine
  7. washElution with hexane/ether mixtures

출처 및 근거

ORD 기록
ord-e859a26335c942b19b5c3d18e93a0a39
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466710

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