delta-Gluconolactone → Gluconamide

HRID 2293651

反応式

HRID 2293651 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 124042Gluconamide収率 215.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
40 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-c45dff17e9154579885035568582be08
出典データセット
uspto-grants-1997_11
特許番号
US05686603

関連ノート

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