Acetic Acid → 2-Bromobenzylidene diethylmalonic acid

HRID 725195

반응식

HRID 725195 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 670846452-Bromobenzylidene diethylmalonic acid수율 90%

시약·촉매·용매 2

HCID 241Benzene용매HCID 3283Diethyl Ether용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a49bf700b6914f15acf0decae3e27f45
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705584

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