FR2302991A1 - 2 Alkoxy 4 allyl phenols prodn. - by reacting alkoxy phenols with allyl halides in presence of base and copper catalyst - Google Patents

2 Alkoxy 4 allyl phenols prodn. - by reacting alkoxy phenols with allyl halides in presence of base and copper catalyst

Info

Publication number
FR2302991A1
FR2302991A1 FR7606118A FR7606118A FR2302991A1 FR 2302991 A1 FR2302991 A1 FR 2302991A1 FR 7606118 A FR7606118 A FR 7606118A FR 7606118 A FR7606118 A FR 7606118A FR 2302991 A1 FR2302991 A1 FR 2302991A1
Authority
FR
France
Prior art keywords
allyl
phenols
alkoxy
reacting
prodn
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7606118A
Other languages
French (fr)
Other versions
FR2302991B1 (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ube Corp
Original Assignee
Ube Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP50027006A external-priority patent/JPS5933568B2/en
Priority claimed from JP50027004A external-priority patent/JPS51101934A/en
Priority claimed from JP50027005A external-priority patent/JPS5933567B2/en
Priority claimed from JP50049146A external-priority patent/JPS5933569B2/en
Priority claimed from JP50080493A external-priority patent/JPS525722A/en
Application filed by Ube Industries Ltd filed Critical Ube Industries Ltd
Publication of FR2302991A1 publication Critical patent/FR2302991A1/en
Application granted granted Critical
Publication of FR2302991B1 publication Critical patent/FR2302991B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/215—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring having unsaturation outside the six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The process for preparing o-(methoxy or ethoxy)-p-allyl phenols (I) by reacting a corresp. o-alkoxyphenol (II) with an allyl halide (III) in presence of aq. alkali metal or alkaline earth hydroxide, is improved when a Cu-contg. cpd. is used as catalyst Cu is 0.01-0.2, esp. 0.01-0.1 g atom per mole (II), and is provided e.g. by CuCl, CuCl2, CuBr, CuBr2, or CuSO4. (I) are starting materials for perfumes, pharmaceuticals etc. With the catalyst lower reaction times and greater conversions and selectivities are achieved. Pref. basis are NaOH or KOH and (III) is esp. the bromide or chloride. Reaction is pref. in presence of an NH4 salt to improve selectivity. Reaction of 10g guaiacol and 6.9g allyl chloride in 30 ml water contg. 3.22g NaOH and 0.686g CuCl2.2H2O gave 3.37g eugenol i.e conversion 74.8% selectivity 34.1%.
FR7606118A 1975-03-07 1976-03-04 2 Alkoxy 4 allyl phenols prodn. - by reacting alkoxy phenols with allyl halides in presence of base and copper catalyst Granted FR2302991A1 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP50027006A JPS5933568B2 (en) 1975-03-07 1975-03-07 Production method of o-alkoxy-p-allylphenol
JP50027004A JPS51101934A (en) 1975-03-07 1975-03-07 oo arukokishi pp arirufuenoorunoseiho
JP50027005A JPS5933567B2 (en) 1975-03-07 1975-03-07 Production method of o-alkoxy-p-allylphenol
JP50049146A JPS5933569B2 (en) 1975-04-24 1975-04-24 Method for producing O-alkoxy-P-allylphenol
JP50080493A JPS525722A (en) 1975-07-01 1975-07-01 Process for preparation of o-alkoxy-p-allylphenol

Publications (2)

Publication Number Publication Date
FR2302991A1 true FR2302991A1 (en) 1976-10-01
FR2302991B1 FR2302991B1 (en) 1980-09-05

Family

ID=27520887

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7606118A Granted FR2302991A1 (en) 1975-03-07 1976-03-04 2 Alkoxy 4 allyl phenols prodn. - by reacting alkoxy phenols with allyl halides in presence of base and copper catalyst

Country Status (1)

Country Link
FR (1) FR2302991A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111170828A (en) * 2020-01-17 2020-05-19 浙江大学宁波理工学院 Method for preparing methallyl alcohol using in situ generated Cu (I) catalyst
FR3096050A1 (en) 2019-05-17 2020-11-20 Rhodia Operations EUGENOL PURIFICATION PROCESS AND NEW COMPOSITIONS CONTAINING EUGENOL
WO2020234123A1 (en) 2019-05-17 2020-11-26 Rhodia Operations Process for the purification of eugenol and novel compositions comprising eugenol
FR3108327A1 (en) 2020-03-23 2021-09-24 Rhodia Operations Manufacturing process of para-eugenol and / or ortho-eugenol

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3096050A1 (en) 2019-05-17 2020-11-20 Rhodia Operations EUGENOL PURIFICATION PROCESS AND NEW COMPOSITIONS CONTAINING EUGENOL
WO2020234123A1 (en) 2019-05-17 2020-11-26 Rhodia Operations Process for the purification of eugenol and novel compositions comprising eugenol
CN111170828A (en) * 2020-01-17 2020-05-19 浙江大学宁波理工学院 Method for preparing methallyl alcohol using in situ generated Cu (I) catalyst
CN111170828B (en) * 2020-01-17 2023-01-03 浙江大学宁波理工学院 Method for preparing methallyl alcohol using in situ generated Cu (I) catalyst
FR3108327A1 (en) 2020-03-23 2021-09-24 Rhodia Operations Manufacturing process of para-eugenol and / or ortho-eugenol
WO2021191113A1 (en) 2020-03-23 2021-09-30 Rhodia Operations Process for producing para-eugenol and/or ortho-eugenol

Also Published As

Publication number Publication date
FR2302991B1 (en) 1980-09-05

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