Propargyl bromide → Diethyl 2-methyl-2-propargyl-malonate

HRID 4171

反応式

HRID 4171 の反応式
[CH3:1][CH:2]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:13](Br)[C:14]#[CH:15].[Br-].[Na+]>>[CH3:1][C:2]([CH2:15][C:14]#[CH:13])([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:8]([O:10][CH2:11][CH3:12])=[O:9]

参加物

4

反応物 3

HCID 7842Propargyl bromideHCID 11857Diethyl methylmalonateHCID 253881Sodium Bromide

生成物 1

HCID 13924392Diethyl 2-methyl-2-propargyl-malonate

実験手順

At 35° to 40° to C., with stirring, 174 g (1.0 ml) of diethyl methylmalonate are added dropwise to an alkoxide solution (prepared from 23 g of sodium and 800 ml of absolute ethanol), the mixture is stirred for a further hour and then at 45° C. 130.8 g (1.1 mol) of propargyl bromide are added dropwise. The mixture is refluxed for a further 2 hours. After cooling the precipitated sodium bromide is separated by suction filtering and the filtrate is substantially evaporated in vacuo. The residue is stirred into ice water and the aqueous solution is extracted several times with ether. The combined organic phases are dried and evaporated to dryness in vacuo. The resulting oil is used in the next stage without any further purification.

後処理

  1. customAt 35° to 40°
  2. stirringthe mixture is stirred for a further hour
  3. customat 45° C
  4. temperatureThe mixture is refluxed for a further 2 hours
  5. customis separated by suction
  6. filtrationfiltering
  7. customthe filtrate is substantially evaporated in vacuo
  8. stirringThe residue is stirred into ice water
  9. extractionthe aqueous solution is extracted several times with ether
  10. customThe combined organic phases are dried
  11. customevaporated to dryness in vacuo
  12. customThe resulting oil is used in the next stage without any further purification

出典と根拠

ORDレコード
ord-7887cac5bd37464998c4050ed1a73ce5
出典データセット
uspto-grants-1988_02
特許番号
US04724236

関連ノート

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