Hydrochloric Acid → 2-(8-Hydroxy-7-oxo-octyl)cyclopent-2-en-1-one

HRID 225092노트

반응식

HRID 225092 반응식
Cl[C:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)=[O:3].[O:16]1CCOC[CH2:17]1.Cl>[Cl-].[Na+].O>[OH:16][CH2:17][C:2](=[O:3])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 202875962-[6-(Chloroformyl)hexyl]cyclopent-2-en-1-one

생성물 1

HCID 202876282-(8-Hydroxy-7-oxo-octyl)cyclopent-2-en-1-one

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

반응 조건

온도
80 °C

실험 절차

A mixture of 6.3 g of 2-[6-(chloroformyl)hexyl]cyclopent-2-en-1-one (Example 268) and 16 g of tris-trimethylsilyloxyethylene (Example 267) are stirred at 90° to 100° C. under argon for one hour. To this mixture is added 25 ml of dioxane and 10 ml of 0.6 N hydrochloric acid. The mixture is heated at 80° C. for 30 minutes. The mixture is poured into brine and extracted with ether. The ether solution is washed with saturated sodium bicarbonate and dried over magnesium sulfate. The solvent is removed and the residue is chromatographed on a dry column of silica gel eluting with ether containing 2% acetic acid to give 1.7 g of the title compound (Rf =0.45).

후처리

  1. extractionextracted with ether
  2. washThe ether solution is washed with saturated sodium bicarbonate
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent is removed
  5. customthe residue is chromatographed on a dry column of silica gel eluting with ether containing 2% acetic acid

출처 및 근거

ORD 기록
ord-79f9e8f7ea0c4041b99a613e047e418d
출처 데이터셋
uspto-grants-1980_11
특허 번호
US04235797

반응 노트

불러오는 중…