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

HRID 1584133ノート

反応式

HRID 1584133 の反応式
[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

参加物

3

反応物 1

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

生成物 1

HCID 15870807N,N-dimethyl 4-amino-3-methylphenoxyacetamide収率 73.1%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-65de6b4fee5e49bc8336a46039e5ca1e
出典データセット
uspto-grants-1999_08
特許番号
US05932582

反応ノート

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