Bromoethene → 1,3-Decadien-5-one

HRID 372216

反応式

HRID 372216 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 542493721,3-Decadien-5-one

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef67b3db29bc48f38a5ab23fa8274b6b
出典データセット
uspto-grants-1978_05
特許番号
US04089898

関連ノート

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