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Hydrochloric Acid → 1-[(Diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine

HRID 1032347
ノート
印刷プレビュー

反応式

HRID 1032347 の反応式
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:8][CH2:9][C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23](C2CCCNC2)[CH:24]=[CH:25][CH:26]=1.C([N:35]([CH2:38][CH3:39])[CH2:36][CH3:37])C.Cl.[CH2:41](Cl)Cl>O>[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:8][CH2:9][C:10]([N:35]2[CH2:36][CH2:37][CH2:41][CH:39]([C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:20][CH3:19])[CH2:38]2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 6344Dichloromethane2 回HCID 8471TriethylamineHCID 110742303-(3-Methoxyphenyl)piperidineHCID 13111194(Diphenylmethoxy) acetyl chloride

生成物 1

HCID 221656081-[(Diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine収率 73%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 2.8 g (10.9 mmole) of (diphenylmethoxy) acetyl chloride in 25 cm3 of methylene chloride was added quickly to a solution of 2.1 g (10.9 mmole) of (3-(3-methoxyphenyl) piperidine [prepared using the B. M. Iselin and K. Hoffmann method, Helv. Chim. Acta 1954, 37, 178] and 2.2 g (21.8 mmole) of triethylamine in 75 cm3 of methylene chloride. The solution was brought to reflux and maintained at reflux for 10 hours, then poured into a solution of 10cm3 of hydrochloric acid in 300 cm3 of water. The mixture was extracted with methylene chloride, washed with water and dried on sodium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified using silica gel chromatography (eluent,hexane-ethyl acetate, 1/1). There was obtained 3.3 g (yield: 73%) of 1-[(diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine.

後処理

  1. customprepared
  2. temperatureto reflux
  3. temperaturemaintained
  4. temperatureat reflux for 10 hours
  5. extractionThe mixture was extracted with methylene chloride
  6. washwashed with water
  7. customdried on sodium sulfate
  8. customAfter the solvent was evaporated under reduced pressure
  9. customthe residue was purified

出典と根拠

ORDレコード
ord-47a90cf2b40f4cbf9d5ebe0bb2f160e1
出典データセット
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04957927

反応ノート

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