Benzene, (chloromethyl)phenoxy- → (E)-1-[[(2-phenoxyphenyl)methoxy]ethyl]-4-(3-phenyl-2-propenyl)piperazine dihydrochloride

HRID 728798ノート

反応式

HRID 728798 の反応式
[O:1]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH2:10][Cl:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1(/[CH:22]=[CH:23]/[CH2:24][N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][OH:33])[CH2:27][CH2:26]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(OC(C)(C)C)(C)(C)C.[K]>C(COC)OC>[ClH:11].[ClH:11].[O:1]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH2:10][O:33][CH2:32][CH2:31][N:28]1[CH2:29][CH2:30][N:25]([CH2:24]/[CH:23]=[CH:22]/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:26][CH2:27]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 169302Benzene, (chloromethyl)phenoxy-HCID 782659(E)-4-(3-phenyl-2-propenyl)-1-piperazineethanolHCID 86607002Potassium tert-butyloxide

生成物 1

HCID 67898433(E)-1-[[(2-phenoxyphenyl)methoxy]ethyl]-4-(3-phenyl-2-propenyl)piperazine dihydrochloride

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

反応条件

温度
40 °C

実験手順

7.82 g (3.58 mmol) of o-phenoxybenzyl chloride dissolved in 8 ml of dimethoxyethane were added dropwise at room temperature to a solution of 8.82 g (35.8 mmol) of (E)-4-(3-phenyl-2-propenyl)-1-piperazineethanol and 4.42 g (39.4 mmol) of potassium tert-butyloxide and 4 g of 3A molecular sieve in 125 ml of dry dimethoxyethane. After stirring for 3 days at 40° C., the mixture was cooled to room temperature. The salts in the solution were filtered off and the solution was evaporated. The residue obtained was purified by means of column chromatography over silica (eluent toluene:ethanol=9:1). The collected fractions were dissolved in ethanol and 5 ml of 4.9 N HCl in ethanol was added. The clearsolution was evaporated. Yield 2.4 g (13%), m.p. 221° C.

後処理

  1. temperaturethe mixture was cooled to room temperature
  2. filtrationThe salts in the solution were filtered off
  3. customthe solution was evaporated
  4. customThe residue obtained
  5. customwas purified by means of column chromatography over silica (eluent toluene:ethanol=9:1)
  6. dissolutionThe collected fractions were dissolved in ethanol
  7. addition5 ml of 4.9 N HCl in ethanol was added
  8. customThe clearsolution was evaporated

出典と根拠

ORDレコード
ord-861e18a1faba469dbd6884b7c8c75614
出典データセット
uspto-grants-1991_09
特許番号
US05051424

反応ノート

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