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

HRID 1684034ノート

反応式

HRID 1684034 の反応式
[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]

参加物

8

反応物 4

HCID 6628Diazald2 回HCID 14797Potassium HydroxideHCID 21186548Diazomethane diethyletherHCID 86749583trans-2-(4-Hydroxy-3-methoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fe6de001001b4613ba11469b748f56f4
出典データセット
uspto-grants-1997_06
特許番号
US05639782

反応ノート

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