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Sodium Bicarbonate → Ethyl 4-[2-[1-(8-chloro-3-phthalazinyl)-4-piperidinyl]ethoxy]benzoate monohydrochloride

HRID 484514
ノート
印刷プレビュー

反応式

HRID 484514 の反応式
[Cl:1][N:2]1[CH:11]=[C:10]2[C:5]([C:6]([Cl:12])=[CH:7][CH:8]=[CH:9]2)=[CH:4][NH:3]1.[NH:13]1[CH2:18][CH2:17][CH:16]([CH2:19][CH2:20][O:21][C:22]2[CH:32]=[CH:31][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:24][CH:23]=2)[CH2:15][CH2:14]1.C(=O)([O-])O.[Na+]>C(O)C>[ClH:1].[Cl:12][C:6]1[C:5]2[C:10](=[CH:11][N:2]([N:13]3[CH2:14][CH2:15][CH:16]([CH2:19][CH2:20][O:21][C:22]4[CH:23]=[CH:24][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:31][CH:32]=4)[CH2:17][CH2:18]3)[NH:3][CH:4]=2)[CH:9]=[CH:8][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 14989200Ethyl 4-[2-(4-piperidinyl)ethoxy]benzoateHCID 197482793,8-Dichlorophthalazine

生成物 1

HCID 19748240Ethyl 4-[2-[1-(8-chloro-3-phthalazinyl)-4-piperidinyl]ethoxy]benzoate monohydrochloride収率 46.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4 parts of 3,8-dichlorophthalazine, 4.2 parts of ethyl 4-[2-(4-piperidinyl) ethoxy]benzoate, 4 parts of sodium hydrogen carbonate and 120 parts of ethanol was stirred and refluxed overnight. After evaporation, the residue was taken up in water and dichloromethane. The organic layer was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using trichloromethane and methanol (98.2 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was converted into the hydrochloride salt in 2-propanol. The salt was filtered off, washed with 2-propanol and 2,2'-oxybispropane and dried at 50° C., yielding 3.3 parts (46.2%) of ethyl 4-[2-[1-(8-chloro-3-phthalazinyl)-4-piperidinyl]ethoxy]benzoate monohydrochloride; mp. 172.4° C. (comp. 86).

後処理

  1. temperaturerefluxed overnight
  2. customAfter evaporation
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography over silica gel
  7. customThe pure fractions were collected
  8. customthe eluent was evaporated
  9. filtrationThe salt was filtered off
  10. washwashed with 2-propanol and 2,2'-oxybispropane
  11. customdried at 50° C.

出典と根拠

ORDレコード
ord-c90eac6e5ee74bae8841f9bf41271435
出典データセット
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05231184

反応ノート

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