Pyridine → 2-Oxopropyl decanoate

HRID 464145

반응식

HRID 464145 반응식
[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]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 8299HydroxyacetoneHCID 66982Decanoyl chloride

생성물 1

HCID 137501072-Oxopropyl decanoate

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a722bc3546264bc29eb96482df1c35fb
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04546197

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