Beta-Alanine → Diisopropyl Ether

HRID 623195ノート

反応式

HRID 623195 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:14]3[CH2:15][CH2:16][CH:10]2[CH2:11][C:12](=O)[CH2:13]3)=[CH:5][CH:4]=1.[CH2:18]([O:20][C:21](=[O:25])[CH2:22][C:23]#[N:24])[CH3:19].N1[CH2:31][CH2:30][CH2:29]CC1.NCCC(O)=O>CN(C)C=O.CCOCC>[C:23]([C:22](=[C:13]1[CH2:12][CH2:11][CH:10]2[N:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH:14]1[CH2:15][CH2:16]2)[C:21]([O:20][CH2:18][CH3:19])=[O:25])#[N:24].[CH:3]([O:2][CH:30]([CH3:29])[CH3:31])([CH3:8])[CH3:4]

参加物

8

反応物 4

HCID 239Beta-AlanineHCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 189196618-(4-Methoxyphenyl)-8-azabicyclo[3.2.1]octan-3-one

生成物 2

HCID 7914Diisopropyl EtherHCID 54533282HCID 54533282、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

3.0 g of 8-(4-methoxyphenyl)-8-azabicyclo[3.2.1]octan-3-one were dissolved in 6 ml of dimethylformamide and treated with 1.8 ml of cyanoacetic acid ethyl ester, 0.2 ml of piperidine and 58 mg of β-alanine. The mixture was heated to 50° for 28 hours while stirring. After cooling to room temperature, the mixture was diluted with ether, washed four times with water, dried over sodium sulfate and concentrated under reduced pressure. Chromatography of the residue on 250 g of silica gel with hexane/ethyl acetate (3:2) yielded ethyl cyano-[8-(4-methoxyphenyl)-8-azabicyclo[3.2.1]octanylidene]acetate as a white solid, melting point 121°-122° (from isopropyl ether).

後処理

  1. temperatureThe mixture was heated to 50° for 28 hours
  2. washwashed four times with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3ee0b437a1b54f358c7b921bd2929d9d
出典データセット
uspto-grants-1988_09
特許番号
US04774249

反応ノート

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