Sodium Carbonate → HCID 10453585, 화합물

HRID 2248385노트

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HRID 2248385 반응식
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].C([O-])([O-])=O.[Na+].[Na+].O[CH2:23][CH:24]1[O:28][C:27](=[O:29])[C:26]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:25]1>C(Cl)Cl>[F:1][C:2]([F:15])([F:14])[S:3]([O:6][CH2:23][CH:24]1[O:28][C:27](=[O:29])[C:26]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:25]1)(=[O:5])=[O:4]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 67749Trifluoromethanesulfonic anhydrideHCID 99702452(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl-

생성물 1

HCID 10453585HCID 10453585, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-40 °C

실험 절차

Trifluoromethanesulfonic anhydride, 5.5 mL (32.5 mmol.), was added to 14 mL dry methylene chloride under argon at room temperature. The solution was cooled to -40° C. and 2.3 g (22 mmol.) of finely powdered, oven dried Na2CO3 was added. To the stirred mixture 6.7 g (25 mmol.) of 5-(hydroxymethyl)-4,5-dihydro-3,3-diphenyl-2(3H)furanone in 15 mL of methylene chloride was added dropwise, stirring 2 hours at -40° C. before warming to 0° C. for 0.5 hours. The reaction was quenched at 0° C. by adding 10 mL of water dropwise with vigorous stirring. The layers were separated, the organics washed with brine, dried (MgSO4), and evaporated at reduced pressure to a solid. This material was used as received and usually contained 5 to 15% of unreacted alcohol. 1H NMR (CDCl3)δ 2.77-2.83 (m, 1H), 3.05-3.14 (m, 1H), 4.51-4.71 (m, 2H), 4.7-4.75 (m, 1H), 7.25-7.45 (m, 10H).

후처리

  1. temperaturebefore warming to 0° C. for 0.5 hours
  2. customThe reaction was quenched at 0° C.
  3. additionby adding 10 mL of water dropwise with vigorous stirring
  4. customThe layers were separated
  5. washthe organics washed with brine
  6. dry with materialdried (MgSO4)
  7. customevaporated at reduced pressure to a solid

출처 및 근거

ORD 기록
ord-fa9e516c50e04deaa971b25d7896113c
출처 데이터셋
uspto-grants-1991_08
특허 번호
US05039691

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