delta-Gluconolactone → Gluconamide

HRID 441114

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HRID 441114 반응식
[C:1]1(=[O:12])[O:11][C@H:8]([CH2:9][OH:10])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3].CCCCCCCCCCCCCC[N:27](CCC)CCC>CO>[O:12]=[C:1]([NH2:27])[C@@H:2]([C@H:4]([C@@H:6]([C@@H:8]([CH2:9][OH:10])[OH:11])[OH:7])[OH:5])[OH:3]

참가 물질

4

반응물 2

HCID 7027delta-GluconolactoneHCID 110256N,N-dipropyltetradecan-1-amine

생성물 1

HCID 124042Gluconamide수율 215.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

A 1 liter round bottom flask equipped with a condenser, addition funnel, thermometer and mechanical stirrer was charged with D-glucono-1,5-lactone (20.0 g, 0.11 mole) and methanol (56 g). The suspension was heated to 40° C. over 15 minutes and the heating mantle removed. Hydrogenated tallowaminopropylamine (36.0 g, 0.11 mole) was added dropwise over 15 minutes with rapid stirring. The reaction mixture was cooled and placed in a refrigerator at 0° C. overnight. The white product was filtered, washed with cold isopropanol (3×100 ml) and dried under vacuum at 35° C. giving 46.2 g (83% yield) of hydrogenated tallowaminopropyl D-gluconamide with a melting point of 112°-115° C.

후처리

  1. customA 1 liter round bottom flask equipped with a condenser, addition funnel
  2. customthe heating mantle removed
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe white product was filtered
  5. washwashed with cold isopropanol (3×100 ml)
  6. customdried under vacuum at 35° C.

출처 및 근거

ORD 기록
ord-43bcb7214e624925a76a5343e7a9381b
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521293

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