Sulfuric Acid → HCID 59410042, 화합물

HRID 1915474노트

반응식

HRID 1915474 반응식
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].OS(O)(=O)=O.[N+:21]([O-])([O-:23])=[O:22].[K+]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:21]([O-:23])=[O:22])=[CH:7][C:6]=1[N:11]1[CH2:12][CH2:13][CH2:14][CH2:15]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 108458381-(2-(tert-butyl)phenyl)pyrrolidine

생성물 1

HCID 59410042HCID 59410042, 화합물수율 76.1%

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온도
0 °C

실험 절차

1-(2-tert-butylphenyl)pyrrolidine (350 mg, 1.72 mmol) was added portionwise to conc. H2SO4 (1 mL) to generate a yellow homogeneous solution. The solution was then cooled to 0° C. and KNO3 (191 mg, 1.9 mmol) was added portionwise maintaining the internal temperature below 5° C. The reaction was stirred for 2 h and then poured on ice-water and extracted with DCM, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography to obtain 1-(2-tert-butyl-5-nitrophenyl)pyrrolidine (325 mg, 76%). LC/MS: m/z 248.9 (M+H)+ at 2.39 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

후처리

  1. temperaturemaintaining the internal temperature below 5° C
  2. additionpoured on ice-water
  3. extractionextracted with DCM
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-7586f0fbd9504446a061ec56633146ae
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614327B2

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