Ethyl propiolate → Ethyl 3-[4-(methoxymethoxy)-3-methyl phenyl]-5-isoxazolecarboxylate

HRID 393271ノート

反応式

HRID 393271 の反応式
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[C:2]#[CH:3].[O-]Cl.[Na+].[CH3:11][O:12][CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([CH:19]=[N:20][OH:21])=[CH:17][C:16]=1[CH3:24]>O.C1COCC1.CCOC(C)=O>[CH3:11][O:12][CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]2[CH:3]=[C:2]([C:1]([O:5][CH2:6][CH3:7])=[O:4])[O:21][N:20]=2)=[CH:17][C:16]=1[CH3:24]

参加物

7

反応物 3

HCID 12182Ethyl propiolateHCID 23665760Sodium HypochloriteHCID 739911594-(Methoxymethoxy)-3-methylbenzaldehyde oxime

生成物 1

HCID 22648868Ethyl 3-[4-(methoxymethoxy)-3-methyl phenyl]-5-isoxazolecarboxylate収率 88%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

Ethyl propiolate (0.60 mL, 5.88 mmol) and 6% W/V NaOCl solution in water (10.8 mL) were added to a solution of 4-(methoxymethoxy)-3-methylbenzaldehyde oxime (570 mg, 2.92 mmol) in THF (12 mL). The reaction mixture was stirred at 25° C. for 2 h then was diluted with EtOAc. The resulting solution was successively washed with aqueous 10% Na2S2O3 solution, water and brine, dried (MgSO4), filtered and concentrated under reduced pressure to yield the title compound (745 mg, 88% yield) as a yellow solid.

後処理

  1. washThe resulting solution was successively washed with aqueous 10% Na2S2O3 solution, water and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8852ddcb7b3943ddaf05762f67445646
出典データセット
uspto-grants-2004_10
特許番号
US06806265B2

反応ノート

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