Water → Methyl 2-(4-(6-amino-1,3-dioxoisoindolin-5-yloxy)-3-chlorophenyl)acetate

HRID 2423323ノート

反応式

HRID 2423323 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:23][C:24]([O:26][CH3:27])=[O:25])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[N+:18]([O-])=O)[C:14](=[O:21])[NH:13][C:12]2=[O:22].O.O.Cl[Sn]Cl.O.C([O-])(O)=O.[Na+]>CCOC(C)=O>[NH2:18][C:17]1[CH:16]=[C:15]2[C:11]([C:12](=[O:22])[NH:13][C:14]2=[O:21])=[CH:10][C:9]=1[O:8][C:7]1[CH:6]=[CH:5][C:4]([CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:3][C:2]=1[Cl:1]

参加物

6

反応物 4

HCID 962WaterHCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 59864846Methyl 2-(3-chloro-4-(6-nitro-1,3-dioxoisoindolin-5-yloxy)phenyl)acetate

生成物 1

HCID 59864779Methyl 2-(4-(6-amino-1,3-dioxoisoindolin-5-yloxy)-3-chlorophenyl)acetate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 30.1 (162 mg, 0.42 mmol) in 10 mL of EtOAc was added SnCl2.2H2O (469 mg, 2.1 mmol). The mixture was heated to reflux for 3 h. After cooling to room temperature, the mixture was poured into 20 mL of water. Saturated NaHCO3 was added to adjust the pH value of the mixture to 3. The mixture was filtered through Celite to remove solid precipitates. The filtrate was extracted with EtOAc. The EtOAc extract was washed with brine, dried over Na2SO4, and evaporated in vacuo to give 30.2. MS ESI (pos.) m/e calcd for (M+H)+ 361.1. found 361.0.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 h
  3. filtrationThe mixture was filtered through Celite
  4. customto remove solid
  5. customprecipitates
  6. extractionThe filtrate was extracted with EtOAc
  7. extractionThe EtOAc extract
  8. washwas washed with brine
  9. dry with materialdried over Na2SO4
  10. customevaporated in vacuo

出典と根拠

ORDレコード
ord-5d32fd80df314b37bbaef1d7198c97b5
出典データセット
uspto-grants-2011_06
特許番号
US07960567B2

反応ノート

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