Sodium Carbonate → HCID 10453585、化合物

HRID 2248385ノート

反応式

HRID 2248385 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 10453585HCID 10453585、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-40 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fa9e516c50e04deaa971b25d7896113c
出典データセット
uspto-grants-1991_08
特許番号
US05039691

反応ノート

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