Oxygen → Beta-citronellol, (S)-

HRID 376084

반응식

HRID 376084 반응식
O=O.[CH3:3][C:4](=[CH:6][CH2:7][CH2:8]/[C:9](=[CH:11]/[CH2:12][OH:13])/[CH3:10])[CH3:5]>CO>[CH3:3][C:4](=[CH:6][CH2:7][CH2:8][C@@H:9]([CH2:11][CH2:12][OH:13])[CH3:10])[CH3:5]

참가 물질

4

반응물 2

HCID 977OxygenHCID 637566Geraniol

생성물 1

HCID 7793Beta-citronellol, (S)-수율 97.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A 500 ml autoclave was charged in a glove box (O2 content <1 ppm) with 24.0 g (155.6 mmol) of geraniol [(E)-3,7-dimethyl-2,6-octadien-1-ol], 1200 ml of methanol and 2.9 mg of Ru[(R)-MeOBIPHEP](CF3COO)2 as the catalyst. The hydrogenation was effected at 20° C. and 60 bar. The conversion after 6 hours amounted to 99.9%. The hydrogenation solution was evaporated at 45° C./17 mbar and the crude product was distilled at 60°-65° C./0.03 mbar. There were obtained 23.7 g of (S)-citronellol [(S)-3,7-dimethyl-6-octen-1-ol] as a colourless oil; e.e. 98.9%.

후처리

  1. customwas effected at 20° C.
  2. customThe hydrogenation solution was evaporated at 45° C./17 mbar
  3. distillationthe crude product was distilled at 60°-65° C./0.03 mbar

출처 및 근거

ORD 기록
ord-d44251f9af6f406ea3278b570287159a
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05488172

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