Sodium Bicarbonate → 3-(10-Hydroxydecyl)-4-methyl-2-cyclohexene-1-one

HRID 1976747노트

반응식

HRID 1976747 반응식
C1CO[C:3]2([CH2:8][CH2:7][CH:6]([CH3:9])[C:5]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29])(S(C3C=CC=CC=3)(=O)=O)[CH2:4]2)[O:2]1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.CC(C)=O>[OH:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][C:5]1[CH:6]([CH3:9])[CH2:7][CH2:8][C:3](=[O:2])[CH:4]=1

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 219991391,1-(Ethylenedioxy)-3-(10-hydroxydecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane

생성물 1

HCID 106354973-(10-Hydroxydecyl)-4-methyl-2-cyclohexene-1-one수율 75%

시약·촉매·용매 2

HCID 180Acetone용매HCID 6212Chloroform용매

실험 절차

Paratoluenesulfonic acid (20 m) was added to a solution of 235 mg of 1,1-(ethylenedioxy)-3-(10-hydroxydecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane in 20 ml of chloroform and 4 ml of acetone. The resulting mixture was reacted at 50° C. for 24 hours. To the reaction mixture were added 10 ml of a saturated aqueous solution of sodium bicarbonate, followed by extraction with dichloromethane. The organic layer was washed with saturated saline and dried over magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column while using hexane-ethyl acetate, whereby 3-(10-hydroxydecyl)-4-methyl-2-cyclohexen-1-one was obtained in the form of a colorless oil. Yield: 75%

후처리

  1. customThe resulting mixture was reacted at 50° C. for 24 hours
  2. extractionfollowed by extraction with dichloromethane
  3. washThe organic layer was washed with saturated saline
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThe residue was purified by chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-7b185d254de647ad8e2b120ff2ebbe70
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06228893B1

반응 노트

불러오는 중…