Diethyl Ether → HCID 12368885, 화합물

HRID 442233

반응식

HRID 442233 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[C:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH:12]=[C:11](Br)[C:10]3[CH:20]=[CH:21][CH:22]=[CH:23][C:9]2=3)[CH2:4][CH2:3]1.CCOCC.[CH3:29][C:30]1[O:31][CH:32]=[CH:33][CH:34]=1.CC(C)([O-])C.[K+]>O>[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[C:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[C:12]3[CH:32]4[O:31][C:30]([CH3:29])([C:11]=3[C:10]3[CH:20]=[CH:21][CH:22]=[CH:23][C:9]2=3)[CH:34]=[CH:33]4)[CH2:4][CH2:3]1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 107972-MethylfuranHCID 12368882HCID 12368882, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 12368885HCID 12368885, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 10.0 g. (0.0273 mole) of 1-methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine in 50 ml. of dry ether is added 25 ml. of 2-methylfuran and 3.4 g. of potassium t-butoxide. The mixture is stirred and refluxed for 10 days. After the addition of water (1.0 1.), the mixture is extracted with an ether-benzene mixture (4:1). This organic phase is removed, washed with water, dried over magnesium sulfate, filtered, and the solvent is removed on a rotary evaporator. The residue that remains crystallizes readily to give 4.0 g. of product. The material is recrystallized from acetonitrile to give pure 1-methyl-4-(1-methyl-1,4-dihydro-1,4-epoxy-9H-tribenzo[a,c,e]cyclohepten-9-ylidene)piperidine, m.p. 175°-177°.

후처리

  1. temperaturerefluxed for 10 days
  2. extractionthe mixture is extracted with an ether-benzene mixture (4:1)
  3. customThis organic phase is removed
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent is removed on a rotary evaporator
  8. customThe residue that remains crystallizes readily
  9. customto give 4.0 g
  10. customThe material is recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-5c904e0d37cf454b8319651a6dca6a3e
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04044143

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