Sodium Hydroxide → 4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-(2,2,2-trifluoroethoxy)benzeneacetic acid

HRID 1740588노트

반응식

HRID 1740588 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18]C)=[O:17])=[C:11]([O:20][CH2:21][C:22]([F:25])([F:24])[F:23])[CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([OH:18])=[O:17])=[C:11]([O:20][CH2:21][C:22]([F:23])([F:24])[F:25])[CH:10]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 18700165HCID 18700165, 화합물

생성물 1

HCID 543655024-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-(2,2,2-trifluoroethoxy)benzeneacetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of methyl 4-(tert-butyloxycarbonyl-amino)-2-(2,2,2-trifluoroethoxy)phenylacetate (0.90 g, 2.5 mmol) in MeOH (15 mL) was added aqueous NaOH (2.5 mL of a 3 N solution, 7.5 mmol). The mixture was refluxed for 1 h. The solvents were removed under reduced pressure and the residue was partitioned between EtOAc (100 mL) and 0.25 M aqueous citric acid (25 mL). The organic phase was separated, washed with water (25 mL), dried (MgSO4), filtered, and the solvent was removed under reduced pressure to give 4-(tert-butyloxycarbonylamino)-2-(2,2,2-trifluoroethoxy)-phenylacetic acid as an amorphous solid (HPLC retention time=8.8 min (method A)).

후처리

  1. temperatureThe mixture was refluxed for 1 h
  2. customThe solvents were removed under reduced pressure
  3. customthe residue was partitioned between EtOAc (100 mL) and 0.25 M aqueous citric acid (25 mL)
  4. customThe organic phase was separated
  5. washwashed with water (25 mL)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-4236bdd572974ba09e1e2881cd59d894
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05968938

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