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Ethanolamine → N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-4-[2-[N-(2-hydroxyethyl)amino]ethoxy]-3-methoxyphenylacetamide

HRID 7075
ノート
印刷プレビュー

反応式

HRID 7075 の反応式
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]3[CH2:26][CH2:25][CH:24]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:23][CH2:22]3)[CH:16]=2)=[O:13])=[CH:7][C:6]=1[O:31][CH3:32].[NH2:33][CH2:34][CH2:35][OH:36].C(N(CC)CC)C.C(Cl)(Cl)Cl>C(#N)C>[C:27]([CH:24]1[CH2:25][CH2:26][CH:21]([C:17]2[CH:16]=[C:15]([NH:14][C:12](=[O:13])[CH2:11][C:8]3[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][NH:33][CH2:34][CH2:35][OH:36])=[C:6]([O:31][CH3:32])[CH:7]=3)[CH:20]=[CH:19][CH:18]=2)[CH2:22][CH2:23]1)([CH3:30])([CH3:29])[CH3:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 700EthanolamineHCID 6212ChloroformHCID 8471TriethylamineHCID 220196274-(2-bromoethoxy)-N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-3-methoxyphenylacetamide

生成物 1

HCID 22019647N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-4-[2-[N-(2-hydroxyethyl)amino]ethoxy]-3-methoxyphenylacetamide収率 88.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Intermediate 5 (200 mg), 2-aminoethanol (122 mg) and triethylamine (45 mg) are dissolved in acetonitrile (5 ml), and the mixture is heated under reflux for 18 hours. To the reaction solution is added chloroform, and the mixture is washed with water. The organic layer is dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 20% chloroform/methanol) to give the desired compound (170 mg).

後処理

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 18 hours
  3. washthe mixture is washed with water
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. customThe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 20% chloroform/methanol)

出典と根拠

ORDレコード
ord-ca4213a13adb45e8b1ae784052865be6
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07084176B2

反応ノート

読み込み中…

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