Tert-Butylamine → N-T-BUTYL-2-METHYLBENZAMIDE

HRID 399897ノート

反応式

HRID 399897 の反応式
[C:1]1([CH3:10])[C:2]([C:7](Cl)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.C(N(CC)CC)C.[C:18]([NH2:22])([CH3:21])([CH3:20])[CH3:19]>C(Cl)Cl.O>[C:18]([NH:22][C:7](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[CH3:10])([CH3:21])([CH3:20])[CH3:19]

参加物

6

反応物 3

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 702762-Methylbenzoyl chloride

生成物 1

HCID 5071216N-T-BUTYL-2-METHYLBENZAMIDE収率 97.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a cold (0° C.) solution of 139.2 g (0.9 mol) of o-toluoyl chloride in 1200 mL of methylene chloride at 25° C., under nitrogen, was slowly added 180.0 g (1.8 mol) of triethylamine followed by the dropwise addition of a solution containing 73.14 g (1.0 mol) of t-butylamine in 200 mL of methylene chloride. The resulting reaction mixture was warmed to room temperature and allowed to react for 2.5 hours. The reaction mixture was then diluted with 1800 mL of water. The resulting organic and aqueous layers were separated, and the organic layer was washed sequentially with 2N sodium hydroxide, 1.0N hydrochloric acid and brine, dried over magnesium sulfate, filtered and then reduced to dryness under reduced pressure to provide 167.6 g of the desired subtitled compound as an off-white solid (mp 77°-78° C.).

後処理

  1. customat 25° C.
  2. additionfollowed by the dropwise addition of a solution
  3. customThe resulting reaction mixture
  4. customto react for 2.5 hours
  5. customThe resulting organic and aqueous layers were separated
  6. washthe organic layer was washed sequentially with 2N sodium hydroxide, 1.0N hydrochloric acid and brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered

出典と根拠

ORDレコード
ord-c85be90b123644d1810b7982729b1b41
出典データセット
uspto-grants-1998_10
特許番号
US05824688

反応ノート

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