Potassium Carbonate → 1-Boc-3-(3-nitro-5-trifluoromethyl-phenoxymethyl)-azetidine

HRID 238473노트

반응식

HRID 238473 반응식
[C:1]([N:8]1[CH2:11][CH:10]([CH2:12][O:13]S(C)(=O)=O)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[N+:18]([C:21]1[CH:22]=[C:23](O)[CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)([O-:20])=[O:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C([O-])(O)=O.[Na+].CCOC(C)=O>[C:1]([N:8]1[CH2:11][CH:10]([CH2:12][O:13][C:23]2[CH:24]=[C:25]([C:27]([F:29])([F:30])[F:28])[CH:26]=[C:21]([N+:18]([O-:20])=[O:19])[CH:22]=2)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 27562513-Hydroxy-5-nitrobenzotrifluorideHCID 21959416Tert-butyl 3-((methanesulfonyloxy)methyl)azetidine-1-carboxylate

생성물 1

HCID 222494081-Boc-3-(3-nitro-5-trifluoromethyl-phenoxymethyl)-azetidine

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매HCID 516892Sodium Bicarbonate용매

실험 절차

A mixture of 1-Boc-3-methylsulfonyloxymethyl-azetidine (1.47 g), 3-nitro-5-trifluoromethyl-phenol (1.15 g) and K2CO3 (1.15 g) in DMF (20 ml) at 80° C. was stirred overnight. The reaction was cooled to RT and diluted with 25 mL of sat. NaHCO3 and 50 mL of EtOAc. The organic phase was separated and washed with brine (25 mL), dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography (50% EtOAc/hex).

후처리

  1. customThe organic phase was separated
  2. washwashed with brine (25 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude compound was purified by column chromatography (50% EtOAc/hex)

출처 및 근거

ORD 기록
ord-40056a100952448d995d3844021328df
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642624B2

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