Hydrochloric Acid → HCID 14570249, 화합물

HRID 2286886노트

반응식

HRID 2286886 반응식
[CH:1]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Na].[H-].[Na+].[CH3:18][N:19]([CH2:23][CH2:24]Cl)[CH2:20][CH2:21][Cl:22].Cl>CS(C)=O.CCOCC.O>[ClH:22].[CH3:18][N:19]1[CH2:23][CH2:24][C:13]2([C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[O:6][C:5]3[C:14]2=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH2:21][CH2:20]1

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 4033MechlorethamineHCID 7107XantheneHCID 24758Sodium hydrideHCID 5360545Sodium

생성물 1

HCID 14570249HCID 14570249, 화합물

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매3회HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

A solution of xanthene (9.1 g.) in dimethyl sulphoxide (75 ml.) is added dropwise over 20 minutes at room temperature to a solution of sodium methylsulphinylmethide [prepared in the usual way from sodium hydride (8 g. of a 60% dispersion in mineral oil) and dimethyl sulphoxide (100 ml.)] with stirring in an atmosphere of nitrogen. The blood-red mixture is stirred at room temperature for a further 30 minutes, cooled to 0° C., and a solution of N-methyldi-(2-chloroethyl)amine (9.6 g.) in dimethyl sulphoxide (20 ml.) is then added dropwise during 15 minutes, keeping the temperature below 20° C. Water (500 ml.) is added to the new colourless mixture, and the mixture is extracted three times with ether. The combined ether extracts are dried over MgSO4, evaporated to dryness and the gummy residue (12.2 g.) is chromatographed on basic alumina (Brockmann Grade III), eluting with increasing concentrations of chloroform in light petroleum (b.p. 60°-80° C.). Elution with 5% chloroform in light petroleum gives, on evaporation of the solvent, a gum which is dissolved in ether and treated with ethereal hydrochloric acid. The solid is recrystallised from ethanol-ether to give 1'-methylxanthene-9-spiro-4'-piperidine hydrochloride, m.p. 220°-222° C.

후처리

  1. temperaturecooled to 0° C.
  2. customthe temperature below 20° C
  3. extractionthe mixture is extracted three times with ether
  4. dry with materialThe combined ether extracts are dried over MgSO4
  5. customevaporated to dryness
  6. customthe gummy residue (12.2 g.) is chromatographed on basic alumina (Brockmann Grade III)
  7. washeluting
  8. temperaturewith increasing concentrations of chloroform in light petroleum (b.p. 60°-80° C.)
  9. washElution with 5% chloroform in light petroleum
  10. customgives, on evaporation of the solvent
  11. customThe solid is recrystallised from ethanol-ether

출처 및 근거

ORD 기록
ord-06d827f65a3b429cb7fd40583c0db1ea
출처 데이터셋
uspto-grants-1981_05
특허 번호
US04268514

반응 노트

불러오는 중…