Potassium Carbonate → 6-Ethynyl-2,2-dimethylchroman-4-one

HRID 619648노트

반응식

HRID 619648 반응식
[CH3:1][C:2]1([CH3:19])[CH2:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]#[C:14][Si](C)(C)C)[CH:8]=2)[O:3]1.C([O-])([O-])=O.[K+].[K+]>CO.CCOC(C)=O>[CH3:1][C:2]1([CH3:19])[CH2:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]#[CH:14])[CH:8]=2)[O:3]1

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 218466592,2-Dimethyl-6-trimethylsilanylethynyl-chroman-4-one2회

생성물 1

HCID 218466816-Ethynyl-2,2-dimethylchroman-4-one수율 91%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2,2-dimethyl-6-trimethylsilanylethynyl-chroman-4-one (Compound 261, 4.05 g, 14.87 mmol) in 60.0 mL of MeOH was added K2CO3 (410.9 mg, 2.97 mmol) The resulting mixture was stirred at room temperature for 24 hours, diluted with EtOAc (100 mL) and washed with H2O and saturated aqueous NaCl, and dried over Na2SO4. Concentration of this solution under reduced pressure afforded 2.71 g (91%) of the product as a tan solid. 1H NMR (300 MHz, CDCl3) δ: 8.01 (1H, d, J=2.2 Hz), 7.56 (1H, dd, J=2.2, 8.6 Hz), 6.90 (1H, d, J=8.6 Hz), 3.02 (1H, s), 2.74 (2H, s), 1.47 (6H, s).

후처리

  1. washwashed with H2O and saturated aqueous NaCl
  2. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-2907a7adb8414ae3938bbffaabc33c4f
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958954

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