Phosphorus oxychloride → 2,5-Dimethoxy-4-methylbenzaldehyde

HRID 258752

反応式

HRID 258752 の反応式
P(Cl)(Cl)(Cl)=O.CN([CH:14]=[O:15])C1C=CC=CC=1.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[CH3:26]>O>[CH3:25][O:24][C:21]1[CH:20]=[C:19]([CH3:26])[C:18]([O:17][CH3:16])=[CH:23][C:22]=1[CH:14]=[O:15]

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 905522,5-Dimethoxytoluene

生成物 1

HCID 6020192,5-Dimethoxy-4-methylbenzaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 40 ml. phosphorous oxychloride (POCl3) and 45 ml. of N-methylformanilide is allowed to stand at ambient temperature for 50 minutes. There is then added 15.2 g. of 2,5-dimethoxytoluene and the resulting solution is heated on the steam bath for 140 minutes. The extremely dark viscous reaction mixture is added to 2 liters of water, and allowed to stir for several hours to complete the hydrolysis of the reaction intermediates. The solid product is removed by filtration, and after washing with water and air-drying yields 16.6 g of reddish crumbly crystals. This solid product is extracted with 2×125 ml. of boiling hexane, which on cooling deposits 12.1 g. of pale cream-colored crystals. Recrystallization from boiling hexane, yields a brilliant white product 2,5-dimethoxy-4-methylbenzaldehyde.

後処理

  1. additionThere is then added 15.2 g
  2. customthe hydrolysis of the reaction intermediates
  3. customThe solid product is removed by filtration
  4. washafter washing with water
  5. customair-drying
  6. customyields 16.6 g of reddish crumbly crystals
  7. extractionThis solid product is extracted with 2×125 ml
  8. temperatureof boiling hexane, which on cooling deposits 12.1 g
  9. customRecrystallization

出典と根拠

ORDレコード
ord-8e6229c729fc4ea291324d0404ab2bb4
出典データセット
uspto-grants-1977_07
特許番号
US04034113

関連ノート

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