Diethyl Malonate → Diethyl 2-(2-bromobenzyl)malonate

HRID 255993

反応式

HRID 255993 の反応式
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[Na].[Br:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16]Br.[Br-].[Na+]>C(O)C>[Br:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:1]([O:9][CH2:10][CH3:11])=[O:8]

参加物

6

反応物 4

HCID 7761Diethyl MalonateHCID 769652-Bromobenzyl bromideHCID 253881Sodium BromideHCID 5360545Sodium

生成物 1

HCID 12853296Diethyl 2-(2-bromobenzyl)malonate収率 71%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Diethyl malonate (77 g, 0.48 mol) was added to a stirred solution of sodium (10.2 g, 0.425 mol) in ethanol (800 ml) followed by 2-bromobenzyl bromide (100 g, 0.40 mol). Sodium bromide began to separate towards the end of the addition and the mixture became warm. The reaction was completed by refluxing on a steam bath for 3 hours and then cooling overnight. The bulk of the solvent was removed in vacuo, water was added and the product extracted into ether. After drying (CaCl2) and evaporation the product was distilled to give 93.28 g (71%) of material of bp0.2 130° C. (lit bp0.004 115°-120° C., F. G. Holliman and F. G. Mann J. Chem. Soc. 9, [1960]).

後処理

  1. customto separate towards the end of the addition
  2. temperaturethe mixture became warm
  3. temperatureby refluxing on a steam bath for 3 hours
  4. temperaturecooling overnight
  5. customThe bulk of the solvent was removed in vacuo, water
  6. additionwas added
  7. extractionthe product extracted into ether
  8. customAfter drying
  9. custom(CaCl2) and evaporation the product
  10. distillationwas distilled

出典と根拠

ORDレコード
ord-37e19e9937584beea98ab370d4bf0d4b
出典データセット
uspto-grants-1987_10
特許番号
US04699995

関連ノート

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