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Hydrochloric Acid → HCID 15839226、化合物

HRID 743987
ノート
印刷プレビュー

反応式

HRID 743987 の反応式
C(NC(C)C)(C)C.[Li]CCCC.CCCCCC.[CH2:19]1[O:27][C:26]2[CH:25]=[CH:24][C:23]([CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])=[CH:22][C:21]=2[O:20]1.[C:34]([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.Cl>C1COCC1>[C:42]1([C:34]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)([OH:41])[CH:29]([CH2:28][C:23]2[CH:24]=[CH:25][C:26]3[O:27][CH2:19][O:20][C:21]=3[CH:22]=2)[C:30]([O:32][CH3:33])=[O:31])[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 3102BenzophenoneHCID 7912DiisopropylamineHCID 8058HexaneHCID 10081775Methyl 3-(3,4-methylenedioxyphenyl)-propionateHCID 178418339Butyllithium

生成物 1

HCID 15839226HCID 15839226、化合物
収率 76%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
-78 °C

実験手順

To a solution of di-isopropylamine (0.52 ml, 3.69 mmol) in dry THF (3 ml) at 0° C. under argon was added n-BuLi in hexane (1.36 ml, 2.5 M, 3.4 mmol). After stirring for 40 min the solution was cooled to -78° C. and a solution of methyl 3-(3,4-methylenedioxyphenyl)-propanoate (0.592 g, 2.84 mmol) in dry THF (2 ml) was added dropwise over 7 min. After a further 2 min a solution of benzophenone (0.517 g, 2.84 mmol) in dry THF (2 ml) was added dropwise. After a further 30 min at -78° C. the mixture was warmed to 0° C. over 30 min and poured into 1M aqueous HCl. The product was extracted with EtOAc (3X). The combined organic extract was washed with water (2X) then brine. After drying (Na2SO4 anhydrous), filtration and evaporation gave an off-white solid. Recrystallization from hot hexane gave the title compound (0.835 g, 76% yield) as a colorless solid.

後処理

  1. temperatureAfter a further 30 min at -78° C. the mixture was warmed to 0° C. over 30 min
  2. extractionThe product was extracted with EtOAc (3X)
  3. extractionThe combined organic extract
  4. washwas washed with water (2X)
  5. customAfter drying
  6. filtration(Na2SO4 anhydrous), filtration and evaporation
  7. customgave an off-white solid
  8. customRecrystallization from hot hexane

出典と根拠

ORDレコード
ord-e165b3663b4044d0993691f0cffb21c8
出典データセット
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05559105

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート