Water → Isohexane ethyl acetate

HRID 2234451ノート

反応式

HRID 2234451 の反応式
[C:1]([O:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=1[F:14])([CH3:4])([CH3:3])[CH3:2].[Cl:16]N1C(=O)CCC1=O.O>CN(C=O)C>[C:6]([O:5][CH2:1][CH3:2])(=[O:15])[CH3:7].[CH3:10][CH2:9][CH2:8][CH:7]([CH3:12])[CH3:6].[C:1]([O:5][C:6](=[O:15])[C:7]1[CH:12]=[C:11]([Cl:16])[C:10]([NH2:13])=[CH:9][C:8]=1[F:14])([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 10058989Tert-butyl 4-amino-2-fluorobenzoate

生成物 2

HCID 21882781Isohexane ethyl acetate収率 5%HCID 68684306Tert-butyl 4-amino-5-chloro-2-fluorobenzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

4-Amino-2-fluorobenzoic acid tert-butyl ester (ABChem. Inc.; 1 g, 4.73 mmol) in DMF (15 mL) was added dropwise to N-chlorosuccinimide (633 mg, 4.73 mmol) in DMF (20 mL). The mixture was stirred at room temperature for 72 hours. The reaction mixture was poured into water (130 mL) and extracted with ethyl acetate (2×50 mL). The combined extracts were washed with water, brine, dried (MgSO4) and concentrated. Column chromatography (5% ethyl acetate/isohexane) yielded the title compound as a pale yellow, crystalline solid (321 mg, 27.5%).

後処理

  1. extractionextracted with ethyl acetate (2×50 mL)
  2. washThe combined extracts were washed with water, brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-5de0fcd04054423bae9f2ba133d0b7c2
出典データセット
uspto-grants-2010_05
特許番号
US07709471B2

反応ノート

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