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

HRID 1703802노트

반응식

HRID 1703802 반응식
[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]

참가 물질

5

반응물 3

HCID 7912DiisopropylamineHCID 7923Maleic AnhydrideHCID 135068602-Methyl-1-sulfanylheptan-2-OL2회

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e87628de5a7a4b92bccca2a4d82bf612
출처 데이터셋
uspto-grants-1978_11
특허 번호
US04125622

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