Water → Methyl 2-(bromomethyl)-5-chloro-3-nitrobenzoate

HRID 1467707ノート

反応式

HRID 1467707 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C1C(=O)N([Br:23])C(=O)C1.O>C(Cl)(Cl)(Cl)Cl>[Br:23][CH2:12][C:5]1[C:4]([N+:13]([O-:15])=[O:14])=[CH:3][C:2]([Cl:1])=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8]

参加物

5

反応物 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 53399191Methyl 5-chloro-2-methyl-3-nitrobenzoate

生成物 1

HCID 67258857Methyl 2-(bromomethyl)-5-chloro-3-nitrobenzoate収率 87%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of methyl 5-chloro-2-methyl-3-nitrobenzoate (6 g, 26.2 mmol), NBS (5.1 g, 28.8 mmol), and BPO (0.63 g, 2.6 mmol) in CCl4 (50 mL) was heated to reflux overnight. Water (200 mL) was added and CCl4 was removed under reduced pressure. The residue was extracted with DCM (200 mL×3). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give crude title compound (7 g, yield 87%) as a brown oil which was used in the next step without purification.

後処理

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customCCl4 was removed under reduced pressure
  4. extractionThe residue was extracted with DCM (200 mL×3)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-98e4d19311764d66b0720d61df99927a
出典データセット
uspto-grants-2015_04
特許番号
US08999987B2

反応ノート

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