1(3H)-Isobenzofuranone, 3-bromo- → Phthalidyl 2-(4-isobutylphenyl)propionate

HRID 371109

反応式

HRID 371109 の反応式
Br[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[O:3]1.[CH2:12]([C:16]1[CH:21]=[CH:20][C:19]([CH:22]([CH3:26])[C:23]([O-:25])=[O:24])=[CH:18][CH:17]=1)[CH:13]([CH3:15])[CH3:14].[Na+]>CN(C)C=O>[CH2:12]([C:16]1[CH:17]=[CH:18][C:19]([CH:22]([CH3:26])[C:23]([O:25][CH:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:4](=[O:5])[O:3]2)=[O:24])=[CH:20][CH:21]=1)[CH:13]([CH3:15])[CH3:14]

参加物

4

反応物 2

HCID 962181(3H)-Isobenzofuranone, 3-bromo-HCID 5338317Ibuprofen, Sodium Salt

生成物 1

HCID 12769702Phthalidyl 2-(4-isobutylphenyl)propionate収率 72.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 10.65 g of 3-bromophthalide in 100 ml of dimethylformamide, 11.5 g of sodium 2-(4-isobutylphenyl)propionate is added under stirring at room temperature. The reaction mixture is stirred 24 hours at room temperature, and it is then poured into 500 ml of ice water. After extraction with chloroform, the organic phase is washed with an aqueous solution of sodium bicarbonate, then with water and finally it is dried on anhydrous sodium sulfate and evaporated to dryness. The residue, crystallized from petroleum ether, yields 12.3 g of phthalidyl 2-(4-isobutylphenyl)propionate, having the same physico-chemical characteristics of the compounds of Example 1.

後処理

  1. stirringThe reaction mixture is stirred 24 hours at room temperature
  2. extractionAfter extraction with chloroform
  3. washthe organic phase is washed with an aqueous solution of sodium bicarbonate
  4. dry with materialwith water and finally it is dried on anhydrous sodium sulfate
  5. customevaporated to dryness
  6. customThe residue, crystallized from petroleum ether

出典と根拠

ORDレコード
ord-98155d8092aa46d49bd0d7003efbfb66
出典データセット
uspto-grants-1985_07
特許番号
US04529737

関連ノート

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