Acetic Acid → 2-(3-Chlorophenyl)oxirane

HRID 562953

反応式

HRID 562953 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[CH2:6].C(O)(=[O:12])C.BrN1C(=O)CCC1=O.[OH-].[Na+]>O1CCOCC1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]2[CH2:6][O:12]2)[CH:7]=[CH:8][CH:9]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 14905m-ChlorostyreneHCID 67184N-bromobutanimide

生成物 1

HCID 1556132-(3-Chlorophenyl)oxirane

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of m-chlorostyrene (5.70 g, 41.0 mmol) and acetic acid (2.33 mL, 40.9 mmol) in dioxane (33 ml) and H2O (78 ml) at 0° C. was added N-bromosuccinimide (8.02 g, 45.0 mmol) in three portions. The reaction was allowed to warm to R.T. After 4 hours, 2N NaOH (60 ml) was added and the reaction was allowed to stir at RT overnight. The reaction mixture was partitioned between water and EtOAc, and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo to give 6.20 g of a slightly tinted oil which was used without further purification.

後処理

  1. customThe reaction mixture was partitioned between water and EtOAc
  2. extractionthe aqueous phase was extracted with EtOAc
  3. washThe combined organic phases were washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto give 6.20 g of a slightly tinted oil which
  8. customwas used without further purification

出典と根拠

ORDレコード
ord-eac1965d94ab478db9de2c51d14d44dd
出典データセット
uspto-grants-2011_11
特許番号
US08067450B2

関連ノート

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