GB1414323A - Preparation of fluorinated aldehydes and alcohols - Google Patents

Preparation of fluorinated aldehydes and alcohols

Info

Publication number
GB1414323A
GB1414323A GB5876872A GB5876872A GB1414323A GB 1414323 A GB1414323 A GB 1414323A GB 5876872 A GB5876872 A GB 5876872A GB 5876872 A GB5876872 A GB 5876872A GB 1414323 A GB1414323 A GB 1414323A
Authority
GB
United Kingdom
Prior art keywords
atm
partial pressure
alcohols
yield
aldehydes
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.)
Expired
Application number
GB5876872A
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.)
Hoechst AG
Original Assignee
Hoechst AG
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
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of GB1414323A publication Critical patent/GB1414323A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/14—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1414323 Fluorinated aldehydes and alcohols: oxo process HOECHST AG 20 Dec 1972 [22 Dec 1971] 58768/72 Heading C2C Alcohols and aldehydes of general formulae C n F 2n+1 (CH 2 ) 3 OH or C n F 2n+1 (CH 2 ) 2 CHO where n is an integer of 1-20 are prepared by heating an olefin of general formula C n F 2n+1 -CH=C 2 with a gas mixture comprising CO and at least a stoichiometric amount of hydrogen in the presence of a catalyst comprising CO metal or a CO complex or compound (i) at 180‹-240‹ C. and a CO partial pressure of at least 100 atm. to yield the alcohol or (ii) at 120‹-160‹ C. and a CO partial pressure of at least 50 atm. to yield the aldehyde and, if desired, subsequently heating the aldehyde at 180‹-240‹ C. and a CO partial pressure of at least 100 atm. to yield the alcohol. The process is particularly suitable for producing products where n=6-10. The condition in (i) are preferably 200‹-220‹ C. and a CO partial pressure of 180-400 atm. with a molar ratio of CO : H 2 of 2 : 1 to 1 : 3. In (ii) the conditions are preferably 135‹-145‹ C. and a CO partial pressure of 70-250 atm. with a molar ratio of CO : H 2 of 3 : 1 to 1 : 3. Suitable catalysts are cobalt carbonyl, cobalt salts of carboxylic acids and cobalt carbonate. In the Examples 2,2,3,3-tetrahydroperfluoroundecanol and 1,1,2,2,3,3-hexahydroperfluoroundecanol are obtained from 1,1,2-trihydroperfluorodecene- 1.
GB5876872A 1971-12-22 1972-12-20 Preparation of fluorinated aldehydes and alcohols Expired GB1414323A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712163752 DE2163752B2 (en) 1971-12-22 1971-12-22 Process for the preparation of fluorinated aldehydes and alcohols

Publications (1)

Publication Number Publication Date
GB1414323A true GB1414323A (en) 1975-11-19

Family

ID=5828806

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5876872A Expired GB1414323A (en) 1971-12-22 1972-12-20 Preparation of fluorinated aldehydes and alcohols

Country Status (5)

Country Link
JP (1) JPS4868512A (en)
DE (1) DE2163752B2 (en)
FR (1) FR2169847B1 (en)
GB (1) GB1414323A (en)
IT (1) IT972664B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2477533A1 (en) * 1980-03-07 1981-09-11 Sagami Chem Res PROCESS FOR THE PRODUCTION OF ALDEHYDES HAVING A PERFLUOROCARBON GROUP
US4692536A (en) * 1985-10-21 1987-09-08 Ciba-Geigy Corporation Process for the preparation of hemiaminals, and the use thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19702041A1 (en) * 1997-01-22 1998-07-23 Clariant Gmbh Fluoroalkyl modified hydrocarbon derivatives
JP6211897B2 (en) * 2013-11-01 2017-10-11 公益財団法人相模中央化学研究所 Method for producing 3- (perfluoroalkyl) propanal

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1007771B (en) * 1953-11-06 1957-05-09 Hoechst Ag Process for the production of fluorinated alcohols, aldehydes and saturated hydrocarbons

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2477533A1 (en) * 1980-03-07 1981-09-11 Sagami Chem Res PROCESS FOR THE PRODUCTION OF ALDEHYDES HAVING A PERFLUOROCARBON GROUP
US4370504A (en) 1980-03-07 1983-01-25 Sagami Chemical Research Center Process for producing perfluorocarbon group-containing aldehydes
US4692536A (en) * 1985-10-21 1987-09-08 Ciba-Geigy Corporation Process for the preparation of hemiaminals, and the use thereof

Also Published As

Publication number Publication date
FR2169847B1 (en) 1977-03-04
JPS4868512A (en) 1973-09-18
DE2163752A1 (en) 1973-07-05
IT972664B (en) 1974-05-31
FR2169847A1 (en) 1973-09-14
DE2163752B2 (en) 1980-06-04

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee