Diisopropylamine → 6-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid

HRID 1703802ノート

反応式

HRID 1703802 の反応式
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[OH:8][C:9]([CH3:17])([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:10][SH:11].C(NC(C)C)(C)C>C(Cl)Cl>[CH2:12]([C:9]1([CH3:17])[O:8][C:4](=[O:5])[CH:3]([CH2:2][C:1]([OH:6])=[O:7])[S:11][CH2:10]1)[CH2:13][CH2:14][CH2:15][CH3:16]

参加物

5

反応物 3

HCID 7912DiisopropylamineHCID 7923Maleic AnhydrideHCID 135068602-Methyl-1-sulfanylheptan-2-OL2 回

生成物 1

HCID 227607726-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

Into a mixture consisting of 10 g of maleic acid anhydride, 8.5 g of 2-hydroxy-2-methylheptane-1-thiol and 105 ml of methylene chloride, 1 ml of diisopropylamine, dissolved in 5 ml of methylene chloride is dropped. During this step the temperature is maintained at equal to or less than 30°. An additional 8.5 g of 2-hydroxy-2-methylheptane-1-thiol, dissolved in 5 ml of methylene chloride is added. After 15 minutes the usual work-up is performed. (Usual working up refers to the following procedure throughout the examples: washing of the organic phase with 1% aqueous sulphuric acid and with water; drying of the organic phase over MgSO4 ; distilling off the solvent; and chromatographic purification of the residue on silica gel with chloroform or ether:petroleum ether = 2:8 as elution agent.) 6-pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid is obtained: NMR: 3.88 (q), 1.54 (s), 0.9 (t).

後処理

  1. additionis dropped
  2. temperatureDuring this step the temperature is maintained at equal to or less than 30°
  3. additionis added
  4. washwashing of the organic phase with 1% aqueous sulphuric acid and with water
  5. dry with materialdrying of the organic phase over MgSO4
  6. distillationdistilling off the solvent
  7. customand chromatographic purification of the residue on silica gel with chloroform or ether
  8. washpetroleum ether = 2:8 as elution agent

出典と根拠

ORDレコード
ord-e87628de5a7a4b92bccca2a4d82bf612
出典データセット
uspto-grants-1978_11
特許番号
US04125622

反応ノート

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