Benzoyl Peroxide → Propanedioic acid, (2-bromo-1-methylethylidene)-, diethyl ester

HRID 1517196ノート

反応式

HRID 1517196 の反応式
[C:1](=[C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])([CH3:3])[CH3:2].[Br:15]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:15][CH2:3][C:1](=[C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2]

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide2 回HCID 81255Diethyl isopropylidenemalonate

生成物 1

HCID 11254458Propanedioic acid, (2-bromo-1-methylethylidene)-, diethyl ester

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒2 回

実験手順

Diethyl isopropylidenemalonate (4, 50g, 0.25 mol) was refluxed with stirring with N-bromosuccinimide (44.3 g, 0.25 mol) and dibenzoyl peroxide (1.0 g, 4.1 mmol) in carbon tetrachloride (100 mL) with illumination using Kodak Ectagraphic slide projector lamp ELH (300 Watt) for 1.5 h. The reaction was completed as indicated by a negative starch-iodine test for N-bromosuccinimide. The resulting mixture was diluted with carbon tetrachloride (100 mL) and it was cooled in an ice-bath. The precipitated succinimide was filtered off and the filtrate was evaporated in vacuo at room temperature. The residual pale yellow oil of diethyl bromo-isopropylidene-malonate (5, 71.1 g) was used without purification in the Example 2.

後処理

  1. customfor 1.5 h
  2. temperaturewas cooled in an ice-bath
  3. filtrationThe precipitated succinimide was filtered off
  4. customthe filtrate was evaporated in vacuo at room temperature
  5. customThe residual pale yellow oil of diethyl bromo-isopropylidene-malonate (5, 71.1 g) was used without purification in the Example 2

出典と根拠

ORDレコード
ord-d55ac5bb53bc4f0caf556f10c006cee1
出典データセット
uspto-grants-2012_07
特許番号
US08232275B2

反応ノート

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