Sodium Carbonate → HCID 58503489, 화합물

HRID 72835노트

반응식

HRID 72835 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1.[Cl-].[Li+].C([O-])([O-])=O.[Na+].[Na+].[CH2:20]([N:27]1[CH:32]2[CH2:33][CH2:34][CH:28]1[CH:29]=[C:30](OS(C(F)(F)F)(=O)=O)[CH2:31]2)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>[Cl-].[Na+].O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.COCCOC.O>[CH2:20]([N:27]1[CH:32]2[CH2:33][CH2:34][CH:28]1[CH:29]=[C:30]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[CH2:31]2)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

9

반응물 4

HCID 10340Sodium CarbonateHCID 201262(4-Methoxyphenyl)boronic acidHCID 433294Lithium ChlorideHCID 498359108-Benzyl-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene

생성물 1

HCID 58503489HCID 58503489, 화합물

시약·촉매·용매 4

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매HCID 80711,2-Dimethoxyethane용매HCID 57417360Sodium chloride; water용매

실험 절차

4-Methoxyphenyl boronic acid (0.50 g), lithium chloride (0.26 g), Pd(PPh3)4 (0.17 g), and finally 2 M aqueous Na2CO3 solution (3.2 mL) are added in turn to a flask charged with a stir bar, trifluoromethanesulfonic acid 8-benzyl-8-aza-bicyclo[3.2.1]oct-2-en-3-yl ester (1.0 g), water (5 mL), and 1,2-dimethoxyethane (25 mL) under argon atmosphere. The resulting mixture is stirred at reflux temperature for 5 h. After cooling to ambient temperature, brine is added and the mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and the solvent is removed under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:0→1:1).

후처리

  1. additioncharged with a stir bar
  2. temperatureat reflux temperature for 5 h
  3. extractionthe mixture is extracted with ethyl acetate
  4. dry with materialThe combined extracts are dried (Na2SO4)
  5. customthe solvent is removed under reduced pressure
  6. customThe residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:0→1:1)

출처 및 근거

ORD 기록
ord-69cee5192e414aff8ce54bb55ce00555
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829027B2

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