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Sodium Carbonate → N-[2-(4-methoxyphenyl)-1-methylethyl]-N-ethyl-[1-(benzyloxycarbonyl)piperidin-4-ylcarbonyl]amine

HRID 429821
ノート
印刷プレビュー

反応式

HRID 429821 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]([NH:13][CH2:14][CH3:15])[CH3:12])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:22]([O:29][C:30]([N:32]1[CH2:37][CH2:36][CH:35]([C:38](Cl)=[O:39])[CH2:34][CH2:33]1)=[O:31])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1(C)C=CC=CC=1.O.C(OCC)(=O)C>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]([N:13]([C:38]([CH:35]2[CH2:36][CH2:37][N:32]([C:30]([O:29][CH2:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)=[O:31])[CH2:33][CH2:34]2)=[O:39])[CH2:14][CH3:15])[CH3:12])=[CH:6][CH:5]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 198672Benzeneethanamine, N-ethyl-4-methoxy-alpha-methyl-, hydrochloride (1:1)HCID 2776270Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate

生成物 1

HCID 18352914N-[2-(4-methoxyphenyl)-1-methylethyl]-N-ethyl-[1-(benzyloxycarbonyl)piperidin-4-ylcarbonyl]amine

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 1140
Toluene
溶媒
2 回
HCID 8857Ethyl Acetate溶媒

反応条件

温度
22 °C

実験手順

To a mixture of N-[2-(4-methoxyphenyl)-1-methylethyl]ethylamine hydrochloride (2.0 grams, 8.71 mole) and sodium carbonate (3.2 grams, 30 mole) in toluene (75 ml) and water (50 ml) was added dropwise to a solution of 1-benzyloxycarbonylpiperidine-4-carbonyl chloride (2.67 grams, 9.5 mmole) in toluene (25 ml). The reaction mixture was stirred at 22° C. for 16 hours.The mixture was diluted with ethyl acetate (100 ml), the organic phase was dried (anhydrous magnesium sulfate) and concentrated under reduced pressure. The residue was subjected to flash column chromatography over silica gel eluting with 30% ethyl acetate in hexane. The N-[2-(4-methoxyphenyl)-1-methylethyl]-N-ethyl-[1-(benzyloxycarbonyl)piperidin-4-ylcarbonyl]amine was obtained as an oil, (3.5 grams, 95%), M+H 439.

後処理

  1. dry with materialthe organic phase was dried (anhydrous magnesium sulfate)
  2. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-95bdc87a5e2a43d6950aff4f57c7360b
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06319920B1

反応ノート

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