Sodium Acetate → 2-(4-Methoxy-benzyl)-4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-one

HRID 557327

反応式

HRID 557327 の反応式
Br[C:2]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:3]=1[C:4]([N:6]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[CH2:7][C:8]([CH3:10])=[CH2:9])=[O:5].C(O[Na])=O.CC([O-])=O.[Na+]>CN(C=O)C.[N+](CC)(CC)(CC)CC.[Cl-]>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:6]2[CH2:7][C:8]([CH3:10])([CH3:9])[C:2]3[C:3](=[CH:20][C:21]([N+:24]([O-:26])=[O:25])=[CH:22][CH:23]=3)[C:4]2=[O:5])=[CH:13][CH:14]=1

参加物

6

反応物 3

HCID 517045Sodium AcetateHCID 219593762-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamideHCID 178526064HCID 178526064、化合物

生成物 1

HCID 219593622-(4-Methoxy-benzyl)-4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-one

試薬・触媒・溶媒 2

HCID 5946Tetraethylammonium Chloride触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

2-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamide (23.4 mmol) was dissolved in DMF (150 ml) and Et4NCl (4.25 g), HCO2Na (1.75 g) and NaOAc (4.99 g) were added. N2 was bubbled through the solution for 10 min, then Pd(OAc)2 (490 mg) was added and the mixture was stirred overnight at 70° C. The mixture was extracted with EtOAc, washed with sat'd NH4Cl, dried over MgSO4, filtered and concentrated until the compound precipitated as a white solid.

後処理

  1. customN2 was bubbled through the solution for 10 min
  2. additionPd(OAc)2 (490 mg) was added
  3. extractionThe mixture was extracted with EtOAc
  4. washwashed with sat'd NH4Cl
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated until the compound
  8. customprecipitated as a white solid

出典と根拠

ORDレコード
ord-9217d0f748ab45e2a7aafd65ead9adf8
出典データセット
uspto-grants-2011_11
特許番号
US08058445B2

関連ノート

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