Water → HCID 54099954, 화합물

HRID 894153노트

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HRID 894153 반응식
[OH-].[Na+].[CH3:3][O:4][C@H:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]1[OH:11].[F:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15]Cl.O>CS(C)=O>[F:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][O:11][C@@H:6]1[CH2:7][CH2:8][CH2:9][CH2:10][C@@H:5]1[O:4][CH3:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 14798Sodium HydroxideHCID 6951180(1R,2S)-2-methoxycyclohexanol

생성물 1

HCID 54099954HCID 54099954, 화합물수율 88%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
45 °C

실험 절차

772 g (19.3 mol) of sodium hydroxide powder were added in portions to 1,672 g (12.8 mol) of cis-2-methoxycyclohexanol and 1,853 g (12.8 mol) of 2-fluorobenzyl chloride in 10 l of dimethylsulphoxide, whilst cooling with water. The mixture was stirred at 35° C. for 2 hours and at 45° C. overnight. Thereafter, it was cooled to 18° C., 10 l of petroleum ether were added and the mixture was discharged onto 10 ml of ice-water. The organic phase was separated off, extracted by shaking with water, dried over sodium sulphate and filtered and the filtrate was concentrated. The oily residue was distilled. 2,685 g (87.5% of theory) of cis-1-(2-fluorobenzyloxy)-2-methoxy-cyclohexane of boiling point 150° C./2 mm Hg were obtained.

후처리

  1. temperatureThereafter, it was cooled to 18° C.
  2. customThe organic phase was separated off
  3. extractionextracted
  4. stirringby shaking with water
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated
  8. distillationThe oily residue was distilled

출처 및 근거

ORD 기록
ord-9d8e949cac07436c8befbd2faccf123f
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04282388

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