Hydroxylamine → Ethyl 6-chloro-2-fluoro-3-((hydroxyimino)methyl)benzoate

HRID 508830ノート

反応式

HRID 508830 の反応式
[Cl:1][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([F:13])[C:5]([CH:14]=O)=[CH:4][CH:3]=1.[NH2:16][OH:17]>CO>[Cl:1][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([F:13])[C:5]([CH:14]=[N:16][OH:17])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 787HydroxylamineHCID 58483266Ethyl 6-chloro-2-fluoro-3-formylbenzoate

生成物 1

HCID 76800184Ethyl 6-chloro-2-fluoro-3-((hydroxyimino)methyl)benzoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

To a solution of ethyl 6-chloro-2-fluoro-3-formylbenzoate (1.1 g, 4.0 mmol) in MeOH (5 mL) was added (aq. solution) hydroxylamine (4 mL) and the reaction mixture was heated at 60° C. for 2-3 h. The reaction mass was concentrated and extracted with EtOAC. The organic layer was washed with brine and concentrated to afford 0.900 g of the product. 1H NMR (300 MHz, DMSO d6): δ 1.31 (t, J=6.9 Hz, 3H), 4.40 (q, J=6.6 Hz, 2H), 7.47 (d, J=9.0 Hz, 1H), 7.86 (t, J=8.1 Hz, 1H), 8.20 (s, 1H), 11.89 (br s, 1H).

後処理

  1. concentrationThe reaction mass was concentrated
  2. extractionextracted with EtOAC
  3. washThe organic layer was washed with brine
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-a6e6df24cf504040a1616907d5f5cf76
出典データセット
uspto-grants-2015_08
特許番号
US09096545B2

反応ノート

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