N-bromobutanimide → HCID 86718010、化合物

HRID 1500472ノート

反応式

HRID 1500472 の反応式
[CH3:1][C@@H:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH3:12])[CH:9]=[C:10]([NH2:11])[C:4]=2[O:3]1.C1C(=O)N([Br:20])C(=O)C1>CN(C=O)C>[Br:20][C:7]1[C:5]2[CH2:6][C@@H:2]([CH3:1])[O:3][C:4]=2[C:10]([NH2:11])=[CH:9][C:8]=1[CH3:12]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 86718009HCID 86718009、化合物

生成物 1

HCID 86718010HCID 86718010、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 (R)-2,5-dimethyl-2,3-dihydrobenzofuran-7-amine (3f) (1.3 g, 7.9 mmol) in DMF (16 mL) was added NBS (1.42 g, 7.9 mmol) at 0° C. It was stirred for 15 min at 0° C. The mixture was extracted with EtOAc (150 mL), washed with NaHSO3 (50 mL), water and 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 (3g) as a solid. MS-ESI (m/z): 242 (M+1)+.

後処理

  1. extractionThe mixture was extracted with EtOAc (150 mL)
  2. washwashed with NaHSO3 (50 mL), water and 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-d3f31bc6cd614a608d23b655ff0fbfc2
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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