Acetic Acid → 2-Bromobenzylidene diethylmalonic acid

HRID 1261

反応式

HRID 1261 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH2:10]([C:12]([CH2:21][CH3:22])([C:18]([OH:20])=[O:19])[CH:13]([OH:17])C(O)=O)[CH3:11].N1CCCCC1.C(O)(=[O:31])C>CCOCC.C1C=CC=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[CH:22][CH2:21][C:12]([CH2:10][CH3:11])([C:13]([OH:17])=[O:31])[C:18]([OH:20])=[O:19]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 811292-BromobenzaldehydeHCID 21642744Diethylmaloic acid

生成物 1

HCID 670846452-Bromobenzylidene diethylmalonic acid収率 90%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 3283Diethyl Ether溶媒

実験手順

A 500-ml three-necked round flask (Dean & Stark) equipped with a stirring bar, a Dimroth condenser and a thermometer was charged with 74.0 g (400 mmol) of 2-bromobenzaldehyde, 70.48 g (440 mmol) of diethylmaloic acid, 1.6 ml of piperidine, 4.8 ml of acetic acid and 80 ml of benzene. The mixture was subjected to azeotoropic dehydration for 7 hours in an oil bath of 110° C. under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was cooled to room temperature and 300 ml of ether was added, followed by washing with 100 ml of water two times. The organic phase was dried over anhydrous Na2SO4. The solvent was concentrated under reduced pressure and the concentrate of a orange liquid was distilled under reduced pressure to obtain 117.2 g of the desired product as a yellow liquid (yield: 90%).

後処理

  1. customA 500-ml three-necked round flask (Dean & Stark) equipped with a stirring bar
  2. washby washing with 100 ml of water two times
  3. dry with materialThe organic phase was dried over anhydrous Na2SO4
  4. concentrationThe solvent was concentrated under reduced pressure
  5. concentrationthe concentrate of a orange liquid
  6. distillationwas distilled under reduced pressure

出典と根拠

ORDレコード
ord-9622eb5e098b43e1961ca5b2635ecda8
出典データセット
uspto-grants-1998_03
特許番号
US05723640

関連ノート

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