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Water → 8-Methoxy-3,7-dimethyl-octa-1,6-dien-3-ol

HRID 437497
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HRID 437497 반응식
[CH3:1][O:2][CH:3](C)[C:4]([CH3:11])=[CH:5][CH2:6][CH2:7][C:8](=[O:10])[CH3:9].[CH:13]([Mg]Cl)=[CH2:14].O>O1CCCC1>[CH3:1][O:2][CH2:3][C:4]([CH3:11])=[CH:5][CH2:6][CH2:7][C:8]([CH3:9])([OH:10])[CH:13]=[CH2:14]
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참가 물질

5

반응물 3

HCID 962WaterHCID 53786798HCID 53786798, 화합물HCID 178461836HCID 178461836, 화합물

생성물 1

HCID 539177528-Methoxy-3,7-dimethyl-octa-1,6-dien-3-ol수율 85%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

141 g (0.9 mole) of 7-methoxy-6-methyl-oct-5-en-2-one are added to 1 mole of a 1.5 normal solution of vinyl-magnesium chloride in tetrahydrofuran, at below 20° C, in the course of one hour. After a further 2 hours' reaction, hydrolysis is carried out with 100 ml of water, whilst cooling with ice. After a homogeneous salt suspension has formed, the salt and the tetrahydrofuran solution are separated by filtering or centrifuging. The tetrahydrofuran is distilled off under reduced pressure and the reaction product which remains is purified by fractional distillation. 164 g of 8-methoxy-3,7-dimethyl-octa-1,6-dien-3-ol (yield 85%) are obtained. Boiling point 73°-75° C/0.01 bar; nD25 = 1.4676.

후처리

  1. customAfter a further 2 hours' reaction, hydrolysis
  2. temperaturewhilst cooling with ice
  3. customAfter a homogeneous salt suspension has formed
  4. customthe salt and the tetrahydrofuran solution are separated
  5. filtrationby filtering
  6. distillationThe tetrahydrofuran is distilled off under reduced pressure
  7. distillationthe reaction product which remains is purified by fractional distillation

출처 및 근거

ORD 기록
ord-6664a19cec2f4dc6a0695b347a1f976c
출처 데이터셋
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04031141

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