Pyridine → 2-Oxopropyl decanoate

HRID 464145

反応式

HRID 464145 の反応式
[C:1](Cl)(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH:13][CH2:14][C:15](=[O:17])[CH3:16].N1C=CC=CC=1>C(Cl)(Cl)Cl>[C:1]([O:13][CH2:14][C:15](=[O:17])[CH3:16])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

参加物

5

反応物 3

HCID 1049PyridineHCID 8299HydroxyacetoneHCID 66982Decanoyl chloride

生成物 1

HCID 137501072-Oxopropyl decanoate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Monohydroxyacetone was distilled prior to use. Chloroform was distilled from phosphorus pentoxide prior to use. Decanoyl chloride (65 cm3, 0.3146 mole) was added dropwise to stirred solution of monohydroxyacetone (21.8 cm3, 0.3146 mole) and anydrous pyridine (25.4 cm3, 0.3146 mole) in anhydrous chloroform (500 cm3). During the addition the solution was maintained in an ice bath. The mixture was then stirred at room temperature overnight. The solution was washed with water (4×200 cm3) and saturated sodium chloride solution (200 cm3). The organic phase was dried over sodium sulphate and evaporated in vacuo. The resulting oil was distilled to yield 1-decanoyloxypropan-2-one as a mobile liquid, bp 154°-60° (1 mm) (52.4 g, 0.230 mole, 73%),ir (neat) 2860, 1700, 1400, 1340, 1150, 1110 and 1050 cm-1 ; pmr (CDCI3) δ 4.6 (s, 2 H), 2.4 (t, 2 H), 2.1 (s, 3 H), 1.8-1.0 (bm, 14 H) and 0.9 (t, 3 H) ppm.

後処理

  1. distillationMonohydroxyacetone was distilled
  2. distillationChloroform was distilled from phosphorus pentoxide
  3. additionDuring the addition the solution
  4. temperaturewas maintained in an ice bath
  5. washThe solution was washed with water (4×200 cm3) and saturated sodium chloride solution (200 cm3)
  6. dry with materialThe organic phase was dried over sodium sulphate
  7. customevaporated in vacuo
  8. distillationThe resulting oil was distilled

出典と根拠

ORDレコード
ord-a722bc3546264bc29eb96482df1c35fb
出典データセット
uspto-grants-1985_10
特許番号
US04546197

関連ノート

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