Dimethyl itaconate → 3-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-methoxy carbonylmethyl-4,5-dihydro-isoxazol-5-carboxylic Acid Methyl Ester

HRID 1169848ノート

反応式

HRID 1169848 の反応式
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[CH:10]=[N:11][OH:12])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:18][O:19][C:20](=[O:28])[C:21]([CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH2:22].Cl[O-].[Na+]>O1CCCC1.O>[CH3:18][O:19][C:20]([C:21]1([CH2:23][C:24]([O:26][CH3:27])=[O:25])[O:12][N:11]=[C:10]([C:9]2[CH:13]=[CH:14][C:15]([O:16][CH3:17])=[C:7]([O:6][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)[CH:8]=2)[CH2:22]1)=[O:28]

参加物

6

反応物 3

HCID 69240Dimethyl itaconateHCID 28228453-Cyclopentyloxy-4-methoxybenzaldehyde oximeHCID 23665760Sodium Hypochlorite

生成物 1

HCID 686864923-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-methoxy carbonylmethyl-4,5-dihydro-isoxazol-5-carboxylic Acid Methyl Ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

To a solution of the compound obtained from step b above (1 eq) in tetrahydrofuran, was added dimethylitaconate (2 eq). The reaction mixture was stirred at 60° C. for 0.5 hours followed by the addition of sodium hypochlorite solution. The resulting reaction mixture was stirred at 60-70° C. for 5-6 hours. Tetrahydrofuran was removed under reduced pressure. The residue thus obtained was diluted with water, extracted with ethyl acetate, washed with saturated sodium chloride solution and water. The reaction mixture was dried over anhydrous sodium sulphate and concentrated under reduced pressure to furnish the title compound.

後処理

  1. customThe resulting reaction mixture
  2. stirringwas stirred at 60-70° C. for 5-6 hours
  3. customTetrahydrofuran was removed under reduced pressure
  4. customThe residue thus obtained
  5. extractionextracted with ethyl acetate
  6. washwashed with saturated sodium chloride solution and water
  7. dry with materialThe reaction mixture was dried over anhydrous sodium sulphate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-abeda97ba5974419b8d98a14fff7b526
出典データセット
uspto-grants-2010_11
特許番号
US07825147B2

反応ノート

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