Bromoethene → 1,3-Decadien-5-one

HRID 259230

반응식

HRID 259230 반응식
[CH:1](Br)=[CH2:2].[Mg].CN(C)[CH:7]=[CH:8][C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>O1CCCC1.CCOCC>[CH2:1]=[CH:2][CH:7]=[CH:8][C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

참가 물질

6

반응물 3

HCID 11641BromoetheneHCID 5462224MagnesiumHCID 545630821-(Dimethylamino)-1-octen-3-one

생성물 1

HCID 542493721,3-Decadien-5-one

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of Grignard reagent prepared from vinyl bromide (10.7 g), and magnesium (2.43 g) in dry tetrahydrofuran (40 ml) is added gradually a solution of 1-(dimethylamino)-1-octen-3-one (16.9 g), described in Example 37, in dry tetrahydrofuran (20 ml). The mixture is stirred and heated to reflux for 1 hr. The reaction mixture is cooled to room temperature, diluted with ether, washed with hydrochloric acid (10 ml), followed by saturated ammonium chloride solution. The ether extract is dried, and the solvent is removed. The residue is chromatographed to yield the title compound, λmaxEtOH 260nm(ε= 17,050), γmaxfilm 1686, 1668 cm-1.

후처리

  1. temperatureheated
  2. temperatureto reflux for 1 hr
  3. washwashed with hydrochloric acid (10 ml)
  4. extractionThe ether extract
  5. customis dried
  6. customthe solvent is removed
  7. customThe residue is chromatographed

출처 및 근거

ORD 기록
ord-a22a57afaff04d5cb4aa4aedb398c7b2
출처 데이터셋
uspto-grants-1977_07
특허 번호
US04036856

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