Benzyl Alcohol → 1-Benzyl-3-(12-cyclohexyldodecyl)glycerine

HRID 231268노트

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HRID 231268 반응식
[H-].[Na+].[CH2:3]([OH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[O:11]1[CH:13]([CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:12]1.Cl>CS(C)=O.O1CCCC1>[CH2:3]([O:10][CH2:12][CH:13]([CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH:28]1[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1)[OH:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

7

반응물 4

HCID 244Benzyl AlcoholHCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 148777861,2-Epoxy-3-(12-cyclohexyldodecyloxy)propane

생성물 1

HCID 539422351-Benzyl-3-(12-cyclohexyldodecyl)glycerine수율 78.9%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

In 100 ml of dimethylsulfoxide is suspended 1.4 g of sodium hydride, to which 9.73 g of benzyl alcohol is added dropwise at room temperature with stirring. After the addition is over, the mixture is gradually heated to 60° C. and stirred at that temperature for 40 minutes. Then, a solution of 9.7 g of 1,2-epoxy-3-(12-cyclohexyldodecyloxy)propane in 50 ml of tetrahydrofuran is added dropwise to the mixture and the resulting mixture is stirred at 60° C. for 2 hours. The thus obtaind reaction mixture is then neutralized with dilute hydrochloric acid and extracted with hexane-ethyl acetate (1:1). The extract layer is washed with water, dried and concentrated. The residue is purified by silica gel column chromatography to yield 10.2 g of the captioned compound as an oily substance.

후처리

  1. additionAfter the addition
  2. stirringstirred at that temperature for 40 minutes
  3. stirringthe resulting mixture is stirred at 60° C. for 2 hours
  4. customThe thus obtaind reaction mixture
  5. extractionextracted with hexane-ethyl acetate (1:1)
  6. washThe extract layer is washed with water
  7. customdried
  8. concentrationconcentrated
  9. customThe residue is purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-35128eac01ce49929cd511693933e352
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04845219

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