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

HRID 356710노트

반응식

HRID 356710 반응식
[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]

참가 물질

6

반응물 3

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 702762-Methylbenzoyl chloride

생성물 1

HCID 5071216N-T-BUTYL-2-METHYLBENZAMIDE수율 97.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-976245f949e84cdab98ed0a47c1bca79
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05837710

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