Acetic Anhydride → HCID 23325041、化合物

HRID 647104ノート

反応式

HRID 647104 の反応式
[N:1]([O-])=O.[Na+].[C:5]([CH:11](C(C)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9].[C:20]([O:23]C(=O)C)(=O)[CH3:21]>O.C(O)(=O)C.[Zn]>[CH2:15]([O:14][C:12](=[O:13])[CH:11]([NH:1][C:20](=[O:23])[CH3:21])[C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9])[CH3:16]

参加物

7

反応物 3

HCID 7918Acetic AnhydrideHCID 12688297HCID 12688297、化合物HCID 23668193Sodium Nitrite

生成物 1

HCID 23325041HCID 23325041、化合物

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A solution of sodium nitrite (41.3 g) in water was added slowly to a cooled solution of ethyl 2-valerylacetoacetate (118.7 g) in acetic acid (100 ml.), and the temperature was kept below 10°. Ice (100 g) was added, followed by acetic anhydride (105.0 g). Zinc dust (total 65.4 g) was added portionwise, keeping the temperature below 20° with stirring, until the reaction was complete. The mixture was allowed to stand overnight at room temperature, and it was then filtered. The solid was washed with chloroform, and the filtrate was extracted with chloroform. The chloroform extracts were washed with sodium carbonate solution and dried. The solvent was removed under vacuum, and the residue was purified by column chromatography (silica gel) eluting with petroleum ether (b.p. 60°-80°)/ethyl acetate, to yield ethyl-2-acetamido-3-oxoheptanoate, 13.5 g, which was used without further purification.

後処理

  1. customwas kept below 10°
  2. customthe temperature below 20°
  3. filtrationit was then filtered
  4. washThe solid was washed with chloroform
  5. extractionthe filtrate was extracted with chloroform
  6. washThe chloroform extracts were washed with sodium carbonate solution
  7. customdried
  8. customThe solvent was removed under vacuum
  9. customthe residue was purified by column chromatography (silica gel)
  10. washeluting with petroleum ether (b.p. 60°-80°)/ethyl acetate

出典と根拠

ORDレコード
ord-6a8ac02719e3485381f5102275138e53
出典データセット
uspto-grants-1983_10
特許番号
US04407808

反応ノート

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