Hydrochloric Acid → (2,6-Dimethyl-3-nitrophenyl)methyl acetate

HRID 485542

反応式

HRID 485542 の反応式
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH3:11])[C:3]=1[CH2:12][OH:13].N1C=CC=CC=1.[C:20](Cl)(=[O:22])[CH3:21].Cl>C1(C)C=CC=CC=1>[C:20]([O:13][CH2:12][C:3]1[C:4]([CH3:11])=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[CH3:1])(=[O:22])[CH3:21]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6367Acetyl chlorideHCID 10487641(2,6-Dimethyl-3-nitrophenyl)methanol

生成物 1

HCID 10537042(2,6-Dimethyl-3-nitrophenyl)methyl acetate収率 75.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A stirred solution of 2,6-dimethyl-3-nitrobenzene-1-methanol (51.3 g, 0.283 mole) and 25 ml of pyridine in 350 ml of toluene was warmed to 70°. During a ten minute period, acetyl chloride (22.2 g, 0.283 mole) was added to the reaction mixture. The reaction mixture was heated at 85° for 21/2 hours, then poured over 300 g of ice, and 100 ml of a 4N hydrochloric acid solution was added thereto. The organic phase was separated and washed with 100 ml of aqueous 2N hydrochloric acid, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed from the filtrate under reduced pressure to give (2,6-dimethyl-3-nitrophenyl)methyl acetate (47.5 g) as an oil.

後処理

  1. temperatureThe reaction mixture was heated at 85° for 21/2 hours
  2. additionwas added
  3. customThe organic phase was separated
  4. washwashed with 100 ml of aqueous 2N hydrochloric acid
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed from the filtrate under reduced pressure

出典と根拠

ORDレコード
ord-e9f4779c1f8445f39d18d58bb748ebf3
出典データセット
uspto-grants-1985_08
特許番号
US04536591

関連ノート

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