6-Acetylaminocaproic acid → Methyl 6-acetamidohexanoate

HRID 1639022ノート

反応式

HRID 1639022 の反応式
[C:1]([NH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])(=[O:3])[CH3:2].S(Cl)(Cl)=O.[CH3:17]N.[Cl-].[Na+]>CO>[C:1]([NH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:17])=[O:11])(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 20056-Acetylaminocaproic acidHCID 5234Sodium ChlorideHCID 6329MethylamineHCID 24386Thionyl Chloride

生成物 1

HCID 13718774Methyl 6-acetamidohexanoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 6-acetamidohexanoate was prepared as a low-melting solid by sequential treatment of 6-acetamido hexanoic acid with thionyl chloride and methanol. Five grams of this compound, (27 mmol) was dissolved in an excess of 40% aqueous methylamine solution, and the resulting mixture was stirred for sixteen hours at room temperature. The reaction mixture was saturated with sodium chloride and extracted several times with chloroform. The organic layer was dried over magnesium sulfate, and the solvent was removed in vauo to yield a crude residue. Recrystallization from THF yielded 4.5 grams (90%) of pure product, melting point 99°-100° C.

後処理

  1. extractionextracted several times with chloroform
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. customthe solvent was removed in vauo
  4. customto yield a crude residue

出典と根拠

ORDレコード
ord-5852d036cdc548afa3ca605e779f2be2
出典データセット
uspto-grants-1989_11
特許番号
US04882346

反応ノート

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