Hydrochloric Acid → N-methyl-5-(4-nitrophenyl)-N-(a-methylphenethyl)furfurylamine hydrochloride

HRID 839813

反応式

HRID 839813 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:16][C:13]([CH2:14][Cl:15])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:17][C@H:18]([NH:26][CH3:27])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CO.Cl>C1C=CC=CC=1>[ClH:15].[CH3:27][N:26]([CH2:14][C:13]1[O:16][C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:11][CH:12]=1)[CH:18]([CH3:17])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 10836MethamphetamineHCID 152120842-(Chloromethyl)-5-(4-nitrophenyl)furan

生成物 1

HCID 20322166N-methyl-5-(4-nitrophenyl)-N-(a-methylphenethyl)furfurylamine hydrochloride収率 67.2%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of 11.9 g (0.05 mole) of 5-(4-nitrophenyl)furfuryl chloride and 14.9 g (0.10 mole) of d-N,a-dimethylphenethylamine in 60 ml of benzene was heated under reflux for 7 hrs. After standing overnight, the solid N,a-dimethylphenethylamine hydrochloride (9 g, 97%) was collected by filtration and washed with benzene. The benzene filtrate was washed with 10% Na2CO3 and water and dried over MgSO4. The solvent was removed on a rotary evaporator, and the residual oil was dissolved in 100 ml of anhydrous ether and 35 ml of nhydrous MeOH. The solution was treated with 20 ml of ethereal HCl and diluted with ether to give an oil. The solvent was removed on a rotary evaporator, and the residual oil was dissolved in ethyl acetate with heating. Cooling gave an oil which was dissolved by the addition of MeOH and 10 ml of etheral HCl. After cooling and dilution with ether, the yellow solid which was deposited was collected by filtration to give 13 g (67%) of N-methyl-5-(4-nitrophenyl)-N-(a-methylphenethyl)furfurylamine hydrochloride; m.p. 168°-175°.

後処理

  1. temperatureunder reflux for 7 hrs
  2. filtrationthe solid N,a-dimethylphenethylamine hydrochloride (9 g, 97%) was collected by filtration
  3. washwashed with benzene
  4. washThe benzene filtrate was washed with 10% Na2CO3 and water
  5. dry with materialdried over MgSO4
  6. customThe solvent was removed on a rotary evaporator
  7. dissolutionthe residual oil was dissolved in 100 ml of anhydrous ether
  8. additionThe solution was treated with 20 ml of ethereal HCl
  9. additiondiluted with ether
  10. customto give an oil
  11. customThe solvent was removed on a rotary evaporator
  12. dissolutionthe residual oil was dissolved in ethyl acetate
  13. temperaturewith heating
  14. temperatureCooling
  15. customgave an oil which
  16. temperatureAfter cooling
  17. filtrationdilution with ether, the yellow solid which was deposited was collected by filtration

出典と根拠

ORDレコード
ord-dca4f4ab0b6848b2ac5d24f2832de2d1
出典データセット
uspto-grants-1978_06
特許番号
US04097500

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