Hydrochloric Acid → 3-Chloro-5-methoxybenzonitrile

HRID 913304

反応式

HRID 913304 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8](Cl)[CH:9]=1)[C:5]#[N:6].[CH3:11][O-:12].[Na+].Cl>CN(C=O)C>[Cl:1][C:2]1[CH:9]=[C:8]([O:12][CH3:11])[CH:7]=[C:4]([CH:3]=1)[C:5]#[N:6]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 810523,5-DichlorobenzonitrileHCID 10942334Sodium Methoxide

生成物 1

HCID 219499213-Chloro-5-methoxybenzonitrile収率 86.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

step 1—A 100 mL round bottom flask was charged under a stream of nitrogen with 3,5-dichlorobenzonitrile (7.0 g, 40.69 mmol) and anhydrous DMF (75 mL). To the solution was added sodium methoxide (2.26 g, 44.76 mmol) and resulting solution was stirred further at RT for 24 h. When the reaction was complete, aqueous 10% HCl added dropwise to the reaction vessel. The crude mixture was extracted with EtOAc and sequentially washed with aqueous acid, water and brine. The EtOAc extracts were dried (Na2SO4), filtered and the solvent was removed in vacuo to afford a crude solid which was recrystallized from hexane/acetone to afford 5.9 g (86%) of 5-chloro-3-methoxy-benzonitrile.

後処理

  1. customresulting solution
  2. extractionThe crude mixture was extracted with EtOAc
  3. washsequentially washed with aqueous acid, water and brine
  4. dry with materialThe EtOAc extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. customthe solvent was removed in vacuo
  7. customto afford a crude solid which
  8. customwas recrystallized from hexane/acetone

出典と根拠

ORDレコード
ord-a156940f79ae4b47b3e5468f9582e3ce
出典データセット
uspto-grants-2011_09
特許番号
US08026362B2

関連ノート

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