N,N-dimethyl-4-(1,1-dimethylethoxycarbonyl)amino-3-methylphenoxyacetamide → N,N-dimethyl 4-amino-3-methylphenoxyacetamide

HRID 1584133노트

반응식

HRID 1584133 반응식
[CH3:1][N:2]([CH3:22])[C:3](=[O:21])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12]C(OC(C)(C)C)=O)=[C:8]([CH3:20])[CH:7]=1>FC(F)(F)C(O)=O>[CH3:22][N:2]([CH3:1])[C:3](=[O:21])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([CH3:20])[CH:7]=1

참가 물질

3

반응물 1

HCID 15870806N,N-dimethyl-4-(1,1-dimethylethoxycarbonyl)amino-3-methylphenoxyacetamide

생성물 1

HCID 15870807N,N-dimethyl 4-amino-3-methylphenoxyacetamide수율 73.1%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To a 200 mL round bottomed flask with a stirring bar and a drying tube was added N,N-dimethyl 4-(1,1-dimethylethoxycarbonyl)amino-3-methyphenoxyacetamide (1.00 g, 3.24 mmol) and trifluoroacetic acid (20 mL). This solution was stirred at ambient temperature 48 h. The trifluoroacetic acid was removed in vacuo and the residue was dissolved in 200 mL of EtOAc. This solution was washed with NaHCO3 solution and brine. Drying (MgSO4), filtration and removal of the solvent in vacuo gave 0.493 g (73% yield) of N,N-dimethyl 4-amino-3-methylphenoxyacetamide as white crystals. 1H NMR (CDCl3): d 2.15 (s, 3H), 2.97 (s, 3H), 3.08 (s, 3H), 3.27 (br s, 2H), 4.59 (s, 2H), 6.71 (m, 3H). ##STR52## N,N-Dimethyl-2-(4-amino-3-methylphenoxy)ethylamine (5-4)

후처리

  1. customThe trifluoroacetic acid was removed in vacuo
  2. dissolutionthe residue was dissolved in 200 mL of EtOAc
  3. washThis solution was washed with NaHCO3 solution and brine
  4. customDrying
  5. filtration(MgSO4), filtration and removal of the solvent in vacuo

출처 및 근거

ORD 기록
ord-65de6b4fee5e49bc8336a46039e5ca1e
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932582

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