Diazald → trans-2-(3,4-Dimethoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane

HRID 1684034노트

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HRID 1684034 반응식
[CH3:1]C1C=CC(S(N(N=O)C)(=O)=O)=CC=1.[OH-].[K+].[N+](=C)=[N-].CCOCC.[OH:25][C:26]1[C:31]([N+:32]([O-:34])=[O:33])=[CH:30][C:29]([C@H:35]2[S:39][C@H:38]([C:40]3[CH:45]=[C:44]([O:46][CH3:47])[C:43]([O:48][CH3:49])=[C:42]([O:50][CH3:51])[CH:41]=3)[CH2:37][S:36]2)=[CH:28][C:27]=1[O:52][CH3:53]>C(OCC)C.C(Cl)(Cl)Cl.CO>[CH3:53][O:52][C:27]1[CH:28]=[C:29]([C@H:35]2[S:39][C@H:38]([C:40]3[CH:41]=[C:42]([O:50][CH3:51])[C:43]([O:48][CH3:49])=[C:44]([O:46][CH3:47])[CH:45]=3)[CH2:37][S:36]2)[CH:30]=[C:31]([N+:32]([O-:34])=[O:33])[C:26]=1[O:25][CH3:1]

참가 물질

8

반응물 4

HCID 6628Diazald2회HCID 14797Potassium HydroxideHCID 21186548Diazomethane diethyletherHCID 86749583trans-2-(4-Hydroxy-3-methoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane

생성물 1

HCID 86750974trans-2-(3,4-Dimethoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane

시약·촉매·용매 3

HCID 887Methanol용매HCID 3283Diethyl Ether용매HCID 6212Chloroform용매

실험 절차

Using the Aldrich diazald kit, diazald (13.0 g, 60.7 mmole) predissolved in 100 ml diethyl ether was added dropwise to an aqueous potassium hydroxide solution (ethanol, 27 ml; H2O, 21 ml; and potassium hydroxide, 13.3 g) at 65° C. The diazomethane/ether distillate was added at 0° C. to a solution of trans-2-(4-hydroxy-3-methoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane (1) (FIG. 20) predissolved in 25 ml chloroform and 50 ml methanol. The reaction was stirred to completely homogenize the solution and was then allowed to stand at room temperature under an argon atmosphere for 5 hours. The solvent was removed in vacuo and the remaining oil was dissolved in 10 ml diethyl ether. The product crystallized out of the ether solution to yield 3.285 g (98%) of light yellow crystals.

후처리

  1. stirringto completely homogenize the solution
  2. customThe solvent was removed in vacuo
  3. dissolutionthe remaining oil was dissolved in 10 ml diethyl ether
  4. customThe product crystallized out of the ether solution
  5. customto yield 3.285 g (98%) of light yellow crystals

출처 및 근거

ORD 기록
ord-fe6de001001b4613ba11469b748f56f4
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05639782

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