Dimethylformamide → Triethyl 4-methylpentane-1,2,2-tricarboxylate

HRID 339142

反応式

HRID 339142 の反応式
[H-].[Na+].CN(C)C=O.[CH:8]([C:20]([O:22][CH2:23][CH3:24])=[O:21])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].[CH2:25](Br)[CH:26]([CH3:28])[CH3:27]>O>[CH3:25][CH:26]([CH3:28])[CH2:27][C:8]([C:20]([O:22][CH2:23][CH3:24])=[O:21])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 65551-Bromo-2-methylpropaneHCID 24758Sodium hydrideHCID 81961Triethyl ethane-1,1,2-tricarboxylate2 回

生成物 1

HCID 85546418Triethyl 4-methylpentane-1,2,2-tricarboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium hydride (21 gram, 0.482 mole) was added to 200 ml dimethylformamide at 20° C. under nitrogen atmosphere. Then 80 grams (0.325 mole) of triethyl ethane-1,1,2-tricarboxylate (compound [3] made in example I) was added to the solution at a temperature of below 30° C. The reaction mixture was maintained at room temperature for 4 hours and 52 ml (0.482 mole) of isobutyl bromide (R2-X) was added drop wise after which the reaction mixture was stirred for another 20 hours at room temperature. When the reaction was complete 1 liter of cold water was added and the organic materials were extracted with dichloromethane (500 ml). The organic extracts were dried over sodium sulfate filtered and evaporated to give an oily substance, which was vacuum distilled to give 88 gram (89% of the theoretical maximum yield) triethyl 4-methylpentane-1,2,2-tricarboxylate, compound [4].

後処理

  1. additionwas added
  2. extractionthe organic materials were extracted with dichloromethane (500 ml)
  3. dry with materialThe organic extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customto give an oily substance, which
  7. distillationdistilled
  8. customto give 88 gram (89% of the theoretical

出典と根拠

ORDレコード
ord-e0c06348e0fe416695c8adaa9fd04713
出典データセット
uspto-grants-2014_11
特許番号
US08889898B2

関連ノート

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