Hydrochloric Acid → HCID 19965976、化合物

HRID 977855ノート

反応式

HRID 977855 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](S(C2C=CC(C)=CC=2)(=O)=O)(SC)[CH2:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][C:6]=1[N+:32]([O-:34])=[O:33])([CH3:4])([CH3:3])[CH3:2].Cl.C[OH:37]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=[O:37])[CH2:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][C:6]=1[N+:32]([O-:34])=[O:33])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 19966065HCID 19966065、化合物

生成物 1

HCID 19965976HCID 19965976、化合物収率 73%

実験手順

The whole of the 2-t-butyl-5-[3-cyclohexyl-2-(4-methylphenyl)sulfonyl-2-methylthiopropyl]-1-nitrobenzene prepared as described in step (i) above was dissolved in 50 ml of methanol. 5 ml of concentrated aqueous hydrochloric acid were added, and the resulting solution was heated for 2 hours under reflux. At the end of this time, the solvent was removed by distillation under reduced pressure. The resulting residue was dissolved in diethyl ether, and the solution was washed with water, with a saturated aqueous solution of sodium hydrogen carbonate, with water and with a saturated aqueous solution of sodium chloride, in that order. The solvent was then removed by distillation under reduced pressure. The resulting residue was subjected to column chromatography through 150 g of silica gel. Elution with a 1:5 by volume mixture of ethyl acetate and hexane afforded 1.20 g (yield 73%) of the title compound as an oily substance.

後処理

  1. temperaturethe resulting solution was heated for 2 hours
  2. temperatureunder reflux
  3. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  4. dissolutionThe resulting residue was dissolved in diethyl ether
  5. washthe solution was washed with water, with a saturated aqueous solution of sodium hydrogen carbonate, with water and with a saturated aqueous solution of sodium chloride, in that order
  6. customThe solvent was then removed by distillation under reduced pressure
  7. washElution with a 1:5
  8. additionby volume mixture of ethyl acetate and hexane

出典と根拠

ORDレコード
ord-5ac5561d2f3c40e38b85fa45973bbb79
出典データセット
uspto-grants-1997_03
特許番号
US05614550

反応ノート

読み込み中…