Ethanol → 4-{3-[4-(3-{4-[Amino(ethoxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide

HRID 644139ノート

反応式

HRID 644139 の反応式
C(O)C.C(O[C:7](=[NH:37])[C:8]1[CH:36]=[CH:35][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][O:25][C:26]3[CH:34]=[CH:33][C:29]([C:30](=[NH:32])[O-:31])=[CH:28][CH:27]=3)[CH2:18][CH2:17]2)=[CH:10][CH:9]=1)C.Cl.[CH2:39]([O:41][NH2:42])[CH3:40].[OH-].[Na+]>O.C(Cl)(Cl)Cl.C(N(CC)CC)C>[NH2:37][C:7](=[N:42][O:41][CH2:39][CH3:40])[C:8]1[CH:9]=[CH:10][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][O:25][C:26]3[CH:34]=[CH:33][C:29]([C:30]([NH2:32])=[O:31])=[CH:28][CH:27]=3)[CH2:18][CH2:17]2)=[CH:35][CH:36]=1

参加物

8

反応物 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 76850O-ethylhydroxylamine hydrochlorideHCID 86625839HCID 86625839、化合物

生成物 1

HCID 866258384-{3-[4-(3-{4-[Amino(ethoxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

To an ethanol (8 mL) suspension of 0.20 g of ethyl=4-{3-[4-(3-{4-[ethoxy(imino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzimidate were sequentially added 0.39 g of O-ethylhydroxylamine hydrochloride and 0.84 mL of triethylamine under cooling with ice, which was then stirred at room temperature for 3.5 days. The reaction mixture was added to a mixture of chloroform and water, which was then adjusted to pH 9.7 using a 20% sodium hydroxide aqueous solution. The organic layer was separated, washed with water, and then dried with anhydrous sodium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:ethanol=20:1) to provide 0.20 g of 4-{3-[4-(3-{4-[amino(ethoxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide=O-ethyloxime as white solid form.

後処理

  1. temperatureunder cooling with ice, which
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationby distilling off the solvent under reduced pressure
  6. customThe resultant residue was purified

出典と根拠

ORDレコード
ord-5f5272966c384e8d816670fffc8caef9
出典データセット
uspto-grants-2010_04
特許番号
US07700623B2

反応ノート

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