N-bromobutanimide → HCID 86718002、化合物

HRID 1500463ノート

反応式

HRID 1500463 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.C1C(=O)N([Br:19])C(=O)C1>CN(C=O)C>[Br:19][C:10]1[C:6]2[CH2:7][CH2:8][O:9][C:5]=2[C:4]([NH2:11])=[CH:3][C:2]=1[CH3:1]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 552848285-Methyl-2,3-dihydro-1-benzofuran-7-amine

生成物 1

HCID 86718002HCID 86718002、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a mixture of 5-methyl-2,3-dihydrobenzofuran-7-amine (1d) (1.0 g, 6.7 mmol) in DMF (21 mL) at 0° C., was added NBS (1.19 g, 6.7 mmol), it was stirred at 0° C., for 15 min. The mixture was extracted with EtOAc (150 mL), washed with saturated NaHSO3 (50 mL), water, brine, dried and concentrated. The residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1) to give the title compound (1e) as a yellow solid. MS-ESI (m/z): 228 (M+1)+.

後処理

  1. extractionThe mixture was extracted with EtOAc (150 mL)
  2. washwashed with saturated NaHSO3 (50 mL), water, brine
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1)

出典と根拠

ORDレコード
ord-a29238825bde4c5998fa3ff4d3ceb847
出典データセット
uspto-grants-2015_12
特許番号
US09206166B2

反応ノート

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