Sodium Hydroxide → HCID 58264321, 화합물

HRID 1045335

반응식

HRID 1045335 반응식
[CH2:1]([O:4][CH2:5][CH:6]([OH:9])[CH2:7][OH:8])[CH:2]=[CH2:3].S(O[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])(=O)(=O)C.[OH-].[Na+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH2:1]([O:4][CH2:5][CH:6]([O:9][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:7][O:8][CH2:32][CH:31]=[CH2:30])[CH2:2][CH2:3][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]\[CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 78950Glyceryl Allyl EtherHCID 59753235Linoleyl methanesulfonate

생성물 1

HCID 58264321HCID 58264321, 화합물

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 1140Toluene용매

반응 조건

온도
2.5 °C

실험 절차

In a 2000 mL round bottom flask equipped with a large magnetic stir bar, 3-allyloxypropane-1,2-diol (5.94 g, 45 mmol), and tetrabutylammonium hydrogen sulfate (6 g, 18 mmol) were added. A solution of linoleyl mesylate (33.8 g, 98 mmol) in toluene (150 mL) was also made and added. The mixture was cooled to 0-5° C. with an ice bath. 50% sodium hydroxide (70 mL) was then slowly added, rinsing in with deionized water (20 mL). The resulting mixture is stirred at room temperature, under nitrogen for 40 hours. Deionized water (200 mL) and isopropyl acetate (200 mL) were added and the mixture stirred vigorously for a further 10-15 min. The mixture was transferred to a 1000-mL separating funnel and allowed to separate. The aqueous phase was removed and the organic phase washed with saturated sodium chloride solution (2×150 mL). The organic phase was dried with magnesium sulfate (40 g), filtered, and concentrated to obtain a neat orange oil. The oil was purified by column chromatography. Final yield: 19.5 g (69%).

후처리

  1. customIn a 2000 mL round bottom flask equipped with a large magnetic stir bar
  2. additionadded
  3. washrinsing in with deionized water (20 mL)
  4. additionDeionized water (200 mL) and isopropyl acetate (200 mL) were added
  5. stirringthe mixture stirred vigorously for a further 10-15 min
  6. customseparating funnel
  7. customto separate
  8. customThe aqueous phase was removed
  9. washthe organic phase washed with saturated sodium chloride solution (2×150 mL)
  10. dry with materialThe organic phase was dried with magnesium sulfate (40 g)
  11. filtrationfiltered
  12. concentrationconcentrated
  13. customto obtain a neat orange oil
  14. customThe oil was purified by column chromatography

출처 및 근거

ORD 기록
ord-afd5f79a56104055a1a2250e6860e35d
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569256B2

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