Acetic Acid → HCID 86745265, 화합물

HRID 1460199

반응식

HRID 1460199 반응식
O[C:2]1([CH2:16][CH2:17][NH:18][C:19](=[O:23])[O:20][CH2:21][CH3:22])[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]21C[CH2:14][CH2:13][CH2:12]2.S(=O)(=O)(O)O.O.[C:30](O)(=O)C>>[N:18]1([C:19]([O:20][CH2:21][CH3:22])=[O:23])[C:17]23[CH2:30][CH2:6][CH2:7][CH2:8][C:9]2([CH2:10][CH2:11][C:2]2[CH:3]=[CH:12][CH:13]=[CH:14][C:16]=23)[CH2:4][CH2:5]1

참가 물질

5

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 86745264Ethyl (+/-)-[2-(3',4'-dihydro-2'-hydroxyspiro-[cyclopentane-1,1'(2'H)-napthalen]-2'-yl)ethyl]-carbamate

생성물 1

HCID 86745265HCID 86745265, 화합물수율 59%

실험 절차

A solution of the product from Example 13 (1.68 g, 5.29 mmol) in 15 mL of 3:1 acetic acid/concentrated sulfuric acid (v/v) was stirred at room temperature for 18 hours. The reaction mixture was poured into water (50 mL) and the resulting mixture was extracted with CH2Cl2 (4×30 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was dissolved in CH2Cl2 (100 mL and washed with saturated aq. bicarbonate solution (30 mL). The organic phase was dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 9:1 heptane/ethyl acetate) to give the title compound (0.94 g, 59%) as a white solid mp 67°-69° C.

후처리

  1. extractionthe resulting mixture was extracted with CH2Cl2 (4×30 mL)
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in CH2Cl2 (100 mL
  6. washwashed with saturated aq. bicarbonate solution (30 mL)
  7. dry with materialThe organic phase was dried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe residue was purified by chromatography (silica gel, 9:1 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-cd260806412b4d5ebad6b73b7513bf0c
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05070093

연결된 노트

불러오는 중…