Sodium hydride → HCID 13342085、化合物

HRID 543549ノート

反応式

HRID 543549 の反応式
[N+:1]([C:4]1[C:5]([N:10]2[CH2:14][CH2:13][CH2:12][CH:11]2[C:15]([OH:17])=O)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O.[H-].[Na+].[O:20]1[CH:22]([CH2:23][O:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH3:31])[C:26]=2[CH3:32])[CH2:21]1>CN(C=O)C>[CH3:32][C:26]1[C:27]([CH3:31])=[CH:28][CH:29]=[CH:30][C:25]=1[O:24][CH2:23][CH:22]([OH:20])[CH2:21][N:1]1[C:4]2[CH:9]=[CH:8][CH:7]=[N:6][C:5]=2[N:10]2[CH2:14][CH2:13][CH2:12][CH:11]2[C:15]1=[O:17]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 27661831-(3-Nitropyridin-2-yl)prolineHCID 126196772-[(2,3-Dimethylphenoxy)methyl]oxirane

生成物 1

HCID 13342085HCID 13342085、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of the product of Example 1 (2.7 g., 0.015 mole) in 40 ml. of dry DMF was added 0.6 g. of sodium hydride (0.025 mole of 50% dispersion in mineral oil). After the evolution of gases subsided, 2.6 g. (0.015 mole) of 1,2-epoxy-3-[2,3-dimethylphenoxy]propane was added. The reaction mixture was stirred overnight and DMF was evaporated in vacuo and the residue was extracted with 200 ml. of diethyl ether. The ether layer was dried and concentrated in vacuo to 30 ml. TLC indicated the presence of two products, one of which is a major component (about 80%). The ether layer was cooled overnight and the separated solid was filtered and recrystallized from diethyl ether to afford 1.8 g. (51% yield) of the title compound m.p. 123°-125° C.

後処理

  1. customDMF was evaporated in vacuo
  2. extractionthe residue was extracted with 200 ml
  3. dry with materialThe ether layer was dried
  4. concentrationconcentrated in vacuo to 30 ml
  5. temperatureThe ether layer was cooled overnight
  6. filtrationthe separated solid was filtered
  7. customrecrystallized from diethyl ether
  8. customto afford 1.8 g

出典と根拠

ORDレコード
ord-d671c811263940d790142addf0ba7d66
出典データセット
uspto-grants-1984_05
特許番号
US04446323

反応ノート

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