2-Amino-2-methyl-1-propanol → N-(2-hydroxy-1,1-dimethylethyl)-2-biphenylcarboxamide

HRID 27244

반응식

HRID 27244 반응식
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:2]([C:7]([OH:9])=O)=[CH:3][CH:4]=[CH:5][CH:6]=1.S(Cl)(Cl)=O.[NH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][OH:23]>C(Cl)Cl>[OH:23][CH2:22][C:21]([NH:20][C:7]([C:2]1[C:1]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:9])([CH3:25])[CH3:24]

참가 물질

5

반응물 3

HCID 118072-Amino-2-methyl-1-propanolHCID 24386Thionyl ChlorideHCID 70357o-Phenylbenzoic acid

생성물 1

HCID 11054714N-(2-hydroxy-1,1-dimethylethyl)-2-biphenylcarboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

6 Parts of biphenyl-2-carboxylic acid is added to 15 parts by volume of thionyl chloride and the mixture is stirred at ambient temperature for about 22 hours. The thionyl chloride is distilled off under reduced pressure, then benzene is added and distilled off under reduced pressure leaving an oil. The oil is dissolved in 15 parts by volume of methylene chloride and added dropwise with stirring to a solution of 5.5 parts of 2-amino-2-methylpropanol in 15 parts by volume of methylene chloride at 0° C. The resultant mixture is stirred at ambient temperature overnight, filtered and the filtrate washed with water, twice with 25 parts by volume of 5% hydrochloric acid, twice with 25 parts by volume of 5% sodium hydroxide, and water. The filtrate is then dried over anhydrous magnesium sulfate and the solvent removed under reduced pressure to give N-(2-hydroxy-1,1-dimethylethyl)-2-biphenylcarboxamide, as white crystals, melting at about 72.5°-74° C. after recrystallization from ether.

후처리

  1. distillationThe thionyl chloride is distilled off under reduced pressure
  2. additionbenzene is added
  3. distillationdistilled off under reduced pressure
  4. customleaving an oil
  5. additionadded dropwise
  6. filtrationfiltered
  7. washthe filtrate washed with water, twice with 25 parts by volume of 5% hydrochloric acid, twice with 25 parts by volume of 5% sodium hydroxide, and water
  8. dry with materialThe filtrate is then dried over anhydrous magnesium sulfate
  9. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-17abaf210f7c49818746136729f9f469
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220778

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