Hydrochloric Acid → HCID 60209327, 화합물

HRID 418153노트

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HRID 418153 반응식
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]

참가 물질

6

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

생성물 1

HCID 60209327HCID 60209327, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 15413tert-Butyl methyl ether용매

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온도
0 °C

실험 절차

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 dropwise, 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].

후처리

  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

출처 및 근거

ORD 기록
ord-c9ad3d08288444f78ea2453c17eb273a
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093263B2

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