Chloroform → HCID 58155372、化合物

HRID 1500247ノート

反応式

HRID 1500247 の反応式
Br[CH2:2][C:3]([CH3:13])([CH3:12])[O:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1.[C-:14]#[N:15].[Na+].C(Cl)(Cl)Cl>CS(C)=O.[Cl-].[Na+].O>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][C:3]([CH3:13])([CH3:12])[CH2:2][C:14]#[N:15])=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 6212ChloroformHCID 8929Sodium CyanideHCID 58155366HCID 58155366、化合物

生成物 1

HCID 58155372HCID 58155372、化合物

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A crude solution of 1-(2-bromo-1,1-dimethylethoxy)-4-chlorobenzene (60.3 mmol) in dimethyl sulfoxide (60 mL) is treated with sodium cyanide (180.7 mmol). The reaction mixture is heated to 95 degrees Celsius overnight under nitrogen. The reaction mixture is transferred into a separatory funnel using brine (150 mL) and chloroform (300 mL). The reaction mixture is equilibrated and the aqueous layer is removed. The aqueous layer is extracted an additional two times with chloroform (2×300 mL). The combined organic extracts are dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure to afford 3-(4-chlorophenoxy)-3-methylbutyronitrile. This crude material is used in the next step (hydrolysis of the nitrile into the corresponding amide) without further purification. [Alternatively, the corresponding carboxylic acid can be obtained from this material by acid hydrolysis (e.g., using sulfuric acid).]

後処理

  1. temperatureThe reaction mixture is heated to 95 degrees Celsius overnight under nitrogen
  2. customThe reaction mixture is transferred into a separatory funnel
  3. customthe aqueous layer is removed
  4. extractionThe aqueous layer is extracted an additional two times with chloroform (2×300 mL)
  5. dry with materialThe combined organic extracts are dried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8af9840260244da1a1ac71e80b06126d
出典データセット
uspto-grants-2015_12
特許番号
US09206143B2

反応ノート

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