Triethylamine → HCID 10682765, 화합물

HRID 974195노트

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HRID 974195 반응식
C[C@H:2]([C:15](O)=O)[C:3]1[CH:4]=[CH:5][C:6]2[CH:7]=[C:8]([O:13][CH3:14])[CH:9]=[CH:10][C:11]=2[CH:12]=1.C([N:20]([CH2:23]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:32])C=CC=CC=1.C[Si]([NH:46][OH:47])(C)C.[NH4+].[Cl-]>C1C=CC=CC=1>[OH:47][NH:46][C:23](=[O:32])[NH:20][CH:2]([C:3]1[CH:4]=[CH:5][C:6]2[C:11](=[CH:10][CH:9]=[C:8]([O:13][CH3:14])[CH:7]=2)[CH:12]=1)[CH3:15]

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 156391NaproxenHCID 199401P,P-Diphenylphosphinic azideHCID 21936899N-Hydroxy-1,1,1-trimethylsilanamine

생성물 1

HCID 10682765HCID 10682765, 화합물수율 40.2%

시약·촉매·용매 1

HCID 241Benzene용매

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온도
90 °C

실험 절차

To a stirred solution of naproxen (2.0 g, 8.7 mmol) in benzene (45 mL) was added triethylamine (0.88 g, 8.7 mmol) followed by diphenylphosphoryl azide (2.39 g, 8.7 mmol) and the mixture was heated at 90° C. for one hour. Then, O- trimethylsilylhydroxylamine (1.83 g, 17.4 mmol) was added and the mixture was heated at 90° C. for 4 hours. The reaction was then poured into aqueous saturated NH4Cl (30 mL) and extracted with ethylacetate (3×50 mL). The combined organic extract was dried over MgSO4 and concentrated. The resulting residue was purified by crystallization from ethylacetate-hexane to provide the desired product (911 mg).

후처리

  1. temperaturethe mixture was heated at 90° C. for 4 hours
  2. extractionextracted with ethylacetate (3×50 mL)
  3. extractionThe combined organic extract
  4. dry with materialwas dried over MgSO4
  5. concentrationconcentrated
  6. customThe resulting residue was purified by crystallization from ethylacetate-hexane

출처 및 근거

ORD 기록
ord-9d1c1173192c4b508c6029ee1e7578a0
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05068251

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