Toluene → 2-Chloro-2'-methoxy-5'-methylacetanilide

HRID 35323

反応式

HRID 35323 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:4]=1[NH2:10].CC1C=CC=CC=1.[Cl:18][CH2:19][C:20](Cl)=[O:21]>O>[Cl:18][CH2:19][C:20]([NH:10][C:4]1[CH:5]=[C:6]([CH3:9])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])=[O:21]

参加物

5

反応物 3

HCID 1140TolueneHCID 6577Chloroacetyl chlorideHCID 84452-Methoxy-5-Methylaniline

生成物 1

HCID 7369912-Chloro-2'-methoxy-5'-methylacetanilide収率 66%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a stirred solution of 49.2 parts of 2-methoxy-5-methylbenzenamine and 270 parts of methylbenzene were added dropwise 22.5 parts of 2-chloroacetyl chloride while cooling (ice-bath) at 10°-20° C. Upon completion, stirring was continued for 1.50 hours at room temperature. 200 Parts of water were added. The organic phase was separated, washed with water, dried, filtered and evaporated. The oily residue was crystallized from 2,2'-oxybispropane. The product was filtered off and dried, yielding 28.2 parts (66%) of 2-chloro-N-(2-methoxy-5-methylphenyl)acetamide; mp. 83.9° C. (intermediate 66).

後処理

  1. temperaturewhile cooling (ice-bath) at 10°-20° C
  2. customThe organic phase was separated
  3. washwashed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customThe oily residue was crystallized from 2,2'-oxybispropane
  8. filtrationThe product was filtered off
  9. customdried

出典と根拠

ORDレコード
ord-fc76ba613db148e5b72e5a3ba33e1cb9
出典データセット
uspto-grants-1988_08
特許番号
US04766125

関連ノート

読み込み中…