Ethyl cyanoacetate → Ethyl 3-(4-bromophenyl)-2-cyanoprop-2-enoate

HRID 924694

反応式

HRID 924694 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:11].N1CCCCC1>C1(C)C=CC=CC=1>[CH2:16]([O:15][C:13](=[O:14])[C:12]([C:10]#[N:11])=[CH:6][C:5]1[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=1)[CH3:17]

参加物

5

反応物 3

HCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 707414-Bromobenzaldehyde

生成物 1

HCID 367501Ethyl 3-(4-bromophenyl)-2-cyanoprop-2-enoate収率 89%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

4-Bromobenzaldehyde (3 g, 16.21 mmol) and ethyl cyanoacetate (1.9 ml, 17.84 mmol) in toluene was added piperidine (27 μl) and the reaction mixture was refluxed for 1 hour with a Dean-Stark separator. The solvent was removed under reduced pressure, the residue triturated with warm ethyl acetate, filtered to yield the desired product as a yellow solid (4.03 g, 89% yield). LC/MS: (PS-A2) Rt 3.44.

後処理

  1. temperaturethe reaction mixture was refluxed for 1 hour with a Dean-Stark separator
  2. customThe solvent was removed under reduced pressure
  3. customthe residue triturated with warm ethyl acetate
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-3dff0bbeba674f4fb50376763819fae3
出典データセット
uspto-grants-2016_03
特許番号
US09283226B2

関連ノート

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