Water → HCID 54099954、化合物

HRID 894153ノート

反応式

HRID 894153 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 54099954HCID 54099954、化合物収率 88%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
45 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9d8e949cac07436c8befbd2faccf123f
出典データセット
uspto-grants-1981_08
特許番号
US04282388

反応ノート

読み込み中…