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Pyridine → [(4E)-4-acetyloxyimino-2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-2,5,7,8-tetramethyl-3H-chromen-6-yl] acetate

HRID 1030363
ノート
印刷プレビュー

反応式

HRID 1030363 の反応式
[OH:1][C:2]1[C:3]([CH3:33])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH2:15][O:16][C:17]1[CH:30]=[CH:29][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:19][CH:18]=1)([CH3:14])[CH2:6]/[C:5]/2=[N:31]\[OH:32].[C:34](OC(=O)C)(=[O:36])[CH3:35].N1[CH:46]=[CH:45]C=CC=1.C(=O)([O-])[O-:48].[K+].[K+]>C(OCC)(=O)C>[C:34]([O:1][C:2]1[C:3]([CH3:33])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH2:15][O:16][C:17]1[CH:18]=[CH:19][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:29][CH:30]=1)([CH3:14])[CH2:6]/[C:5]/2=[N:31]\[O:32][C:45](=[O:48])[CH3:46])(=[O:36])[CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 883935005-[[4-[[(4E)-6-hydroxy-4-hydroxyimino-2,5,7,8-tetramethyl-3H-chromen-2-yl]methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione

生成物 1

HCID 19822205[(4E)-4-acetyloxyimino-2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-2,5,7,8-tetramethyl-3H-chromen-6-yl] acetate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1 g of 5-{4-[6-hydroxy-4-(E)-hydroxyimino-2,5,7,8tetramethylchroman-2-ylmethoxy ]benzyl}thiazolidine-2,4-dione (prepared as described in Example 13), 1.3 g of acetic anhydride and 10 ml of pyridine was allowed to stand for 8 days at room temperature, after which it was heated for 8 hours at 60°-80° C. An aqueous solution of potassium carbonate and ethyl acetate were then added to the reaction mixture. The organic layer was separated and dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was purified by silica gel column chromatography, eluted with a 4:1 by volume mixture of hexane and ethyl acetate, to give the title compound, softening at 93°-97° C.

後処理

  1. temperatureafter which it was heated for 8 hours at 60°-80° C
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by silica gel column chromatography
  6. washeluted with a 4:1 by volume mixture of hexane and ethyl acetate

出典と根拠

ORDレコード
ord-bdcb02b237e94afabf36defd6c96ce6a
出典データセット
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05104888

反応ノート

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