N-bromobutanimide → 5-Amino-2-bromo-4-methylbenzoic acid

HRID 1037060ノート

反応式

HRID 1037060 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].C1C(=O)N([Br:19])C(=O)C1>CN(C=O)C>[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([Br:19])=[C:4]([CH:3]=1)[C:5]([OH:7])=[O:6]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 755683-Amino-4-methylbenzoic acid

生成物 1

HCID 533302755-Amino-2-bromo-4-methylbenzoic acid収率 81.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a cooled solution (5° C.) of 3-amino-4-methylbenzoic acid (3.02 g, 20 mmol) in DMF (20 mL) was added NBS (3.38 g, 19 mmol) in small portions at such a rate that the reaction mixture temperature was kept below 15° C. After being stirred for one hour, the reaction mixture was poured onto ice water (100 mL) with stirring. The solid formed was collected by filtration, and the filter cake was washed with ice water (3×100 mL) and then dried at 60° C. under high vacuum to give 5-amino-2-bromo-4-methylbenzoic acid (3.55 g, yield 77.5%) as a pink solid. MS: m/z=230.0 (M+1, ESI+).

後処理

  1. customwas kept below 15° C
  2. additionthe reaction mixture was poured onto ice water (100 mL)
  3. stirringwith stirring
  4. customThe solid formed
  5. filtrationwas collected by filtration
  6. washthe filter cake was washed with ice water (3×100 mL)
  7. customdried at 60° C. under high vacuum

出典と根拠

ORDレコード
ord-b0e7d916e0e84e0282a68f808166d4c4
出典データセット
uspto-grants-2013_10
特許番号
US08546357B2

反応ノート

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