Stannous Chloride → 2-amino-5-fluoro-3-methylbenzoic acid

HRID 61267ノート

反応式

HRID 61267 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH3:14])[C:5]([N+:11]([O-])=O)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].Cl[Sn]Cl.C([O-])(O)=O.[Na+]>CCOC(C)=O>[NH2:11][C:5]1[C:4]([CH3:14])=[CH:3][C:2]([F:1])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 534307765-Fluoro-3-methyl-2-nitrobenzoic acid

生成物 1

HCID 289741642-amino-5-fluoro-3-methylbenzoic acid

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

A mixture of 5-fluoro-3-methyl-2-nitrobenzoic acid (4.86 g, 24.42 mmol) and SnCl2 (16.5 g, 72.36 mmol) in EtOAc was heated at 70° C. overnight. After cooling at rt, the pH was adjusted to 7-8 with satd. aq. NaHCO3. The mixture was extracted with EtOAc, and the organic layer was washed with brine, filtered through diatomaceous earth, and dried over Na2SO4 to provide the title compound, which was used without further purification. ESI-MS (m/z): 170 [M+1]+.

後処理

  1. temperatureAfter cooling at rt
  2. extractionThe mixture was extracted with EtOAc
  3. washthe organic layer was washed with brine
  4. filtrationfiltered through diatomaceous earth
  5. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-fb9a274d3d724005b66f92d11eca9c4f
出典データセット
uspto-grants-2016_09
特許番号
US09440982B2

反応ノート

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