Hydrochloric Acid → HCID 60209327、化合物

HRID 558487ノート

反応式

HRID 558487 の反応式
CON(C)[C:4](=[O:21])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[C:7]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])[CH:6]=1.[CH3:23][Mg]Br.Cl>C1COCC1.CC(OC)(C)C>[F:20][C:17]([F:18])([F:19])[CH2:16][O:15][C:7]1[CH:6]=[C:5]([C:4](=[O:21])[CH3:23])[CH:10]=[CH:9][C:8]=1[C:11]([F:12])([F:13])[F:14]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 86602234N-Methoxy-N-methyl-3-(2,2,2-trifluoro-ethoxy)-4-trifluoromethyl-benzamideHCID 178418573HCID 178418573、化合物

生成物 1

HCID 60209327HCID 60209327、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
0 °C

実験手順

To a solution of N-methoxy-N-methyl-3-(2,2,2-trifluoro-ethoxy)-4-trifluoromethyl-benzamide from step 7 (10.467 g, 32 mmol) in THF (100 mL) at −5° C. was added methylmagnesium bromide (3 M in Et2O, 21.1 mL, 64 mmol). The mixture was stirred at 0° C. for 15 min, then warmed up to 23° C., stirring was continued for further 1.5 h at 23° C. Cooled to 0° C., 1 N HCl (150 mL) was added drop wise, stirring was continued at 23° C. for 15 min, the mixture was diluted with TBME, the phases were separated, the organic layer was washed with water and brine, dried over MgSO4. Removal of the solvent in vacuum left a yellow solid (9.021 g, 100%), which was used without further purification. MS (EI) 286.1 [M].

後処理

  1. temperaturewarmed up to 23° C.
  2. stirringstirring
  3. waitwas continued for further 1.5 h at 23° C
  4. temperatureCooled to 0° C.
  5. stirringstirring
  6. waitwas continued at 23° C. for 15 min
  7. customthe phases were separated
  8. washthe organic layer was washed with water and brine
  9. dry with materialdried over MgSO4
  10. customRemoval of the solvent in vacuum
  11. waitleft a yellow solid (9.021 g, 100%), which
  12. customwas used without further purification

出典と根拠

ORDレコード
ord-2a14294e6bb044ce8fec62a9e38bf2b9
出典データセット
uspto-grants-2011_11
特許番号
US08063048B2

反応ノート

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