Phosphate → 2-(3,4-Difluorophenyl)-2-methyloxirane

HRID 1167707ノート

反応式

HRID 1167707 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:10])=[CH2:9])=[CH:4][C:3]=1[F:11].P([O-])([O-])([O-])=[O:13].ClC1C=C(C=CC=1)C(OO)=O>C(Cl)Cl>[F:11][C:3]1[CH:4]=[C:5]([C:8]2([CH3:10])[CH2:9][O:13]2)[CH:6]=[CH:7][C:2]=1[F:1]

参加物

5

反応物 3

HCID 1061PhosphateHCID 70297m-Chloroperbenzoic acidHCID 155252121,2-Difluoro-4-(prop-1-en-2-yl)benzene

生成物 1

HCID 229935082-(3,4-Difluorophenyl)-2-methyloxirane

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a biphasic solution of 1,2-difluoro-4-isopropenyl-benzene (0.81 g, 5.1 mmol) in CH2Cl2 (50 mL) and 50 mL of phosphate buffer (made by dissolving 0.3 g of NaHPO4 and 0.35 g of NaH2PO4 in 50 mL water, pH=8) at 0° C., was added a solution of 3-chloroperoxybenzoic acid (approx. 75% solid, 3.32 g, 10.2 mmol) via a dropping funnel fitted with a cotton plug dropwise in two batches. The solution was stirred at room temperature overnight. It was extracted with CH2Cl2, washed with sat. Na2S2O4 solution followed by water. The organic layer was finally washed with sat. NaHCO3, separated, dried over Na2SO4, filtered and solvent was removed in vacuo. 2-(3,4-Difluorophenyl)-2-methyl-oxirane was obtained as a pale yellow oil (0.65 g, 74% yield). It was used in the next step without purification.

後処理

  1. customfitted with a cotton plug dropwise in two batches
  2. extractionIt was extracted with CH2Cl2
  3. washwashed with sat. Na2S2O4 solution
  4. washThe organic layer was finally washed with sat. NaHCO3
  5. customseparated
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customsolvent was removed in vacuo

出典と根拠

ORDレコード
ord-72d06748f3314ff49732401631fe4396
出典データセット
uspto-grants-2003_09
特許番号
US06620815B1

反応ノート

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