Water → 1-Cyclohexyloxy-2,2,6,6-tetramethyl-4-acetoxypiperidine

HRID 52388

반응식

HRID 52388 반응식
[C:1]([O:4][CH:5]1[CH2:10][C:9]([CH3:12])([CH3:11])[NH:8][C:7]([CH3:14])([CH3:13])[CH2:6]1)(=[O:3])[CH3:2].[OH2:15].[CH2:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>[Mo]=O>[CH:16]1([O:15][N:8]2[C:7]([CH3:14])([CH3:13])[CH2:6][CH:5]([O:4][C:1](=[O:3])[CH3:2])[CH2:10][C:9]2([CH3:12])[CH3:11])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

참가 물질

5

반응물 3

HCID 962WaterHCID 8078CyclohexaneHCID 141497154-Acetoxy-2,2,6,6-tetramethylpiperidine

생성물 1

HCID 196988861-Cyclohexyloxy-2,2,6,6-tetramethyl-4-acetoxypiperidine

시약·촉매·용매 1

HCID 139765Molybdenum oxide촉매

반응 조건

온도
25 °C

실험 절차

60 g (301 mmol) of 4-acetoxy-2,2,6,6-tetramethylpiperidine are dissolved in 300 ml of cyclohexane under nitrogen in a 1.5 l sulfonation flask fitted with magnetic stirrer, water separator, thermometer and dropping funnel. 4.3 g (30 mmol) of molybdenum oxide are added. 154 g (1.2 mol) of an aqueous 70% solution of t-butyl hydroperoxide are extracted three times with 35 ml of cyclohexane in each case, and the organic phase is dried over sodium sulfate and transferred into the dropping funnel. The reaction mixture is warmed to reflux, and the t-butyl hydroperoxide solution is added dropwise over the course of 2 hours. After a further 2 hours, the elimination of water is complete. The mixture is held at the reflux temperature overnight and is then cooled to 25° C., and the catalyst is filtered off. Ice is added, a little sodium sulfite is added in order to destroy the excess hydroperoxide, and the organic phase is then separated off, washed with water and dried over sodium sulfate, and the solvent is removed on a Rotavap.

후처리

  1. customfitted with magnetic stirrer
  2. extraction154 g (1.2 mol) of an aqueous 70% solution of t-butyl hydroperoxide are extracted three times with 35 ml of cyclohexane in each case
  3. dry with materialthe organic phase is dried over sodium sulfate
  4. temperatureThe reaction mixture is warmed
  5. temperatureto reflux
  6. additionthe t-butyl hydroperoxide solution is added dropwise over the course of 2 hours
  7. customis held at the reflux temperature overnight
  8. filtrationthe catalyst is filtered off
  9. additionIce is added
  10. additiona little sodium sulfite is added in order
  11. customto destroy the excess hydroperoxide
  12. customthe organic phase is then separated off
  13. washwashed with water
  14. dry with materialdried over sodium sulfate
  15. customthe solvent is removed on a Rotavap

출처 및 근거

ORD 기록
ord-794b65abecf44a6db554c7d58fadf8bc
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616637

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