GB1500229A - Method for the preparation of 2-alkyl indanes - Google Patents

Method for the preparation of 2-alkyl indanes

Info

Publication number
GB1500229A
GB1500229A GB35449/76A GB3544976A GB1500229A GB 1500229 A GB1500229 A GB 1500229A GB 35449/76 A GB35449/76 A GB 35449/76A GB 3544976 A GB3544976 A GB 3544976A GB 1500229 A GB1500229 A GB 1500229A
Authority
GB
United Kingdom
Prior art keywords
alkyl
formula
indans
formaldehyde
preparation
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
GB35449/76A
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.)
Hexachimie SA
Original Assignee
Hexachimie SA
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 Hexachimie SA filed Critical Hexachimie SA
Publication of GB1500229A publication Critical patent/GB1500229A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/22—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by reduction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/45—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing nine carbon atoms
    • C07C13/465—Indenes; Completely or partially hydrogenated indenes
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

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)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

1500229 Alkyl indans HEXACHIMIE SA 26 Aug 1976 [26 Sept 1975] 35449/76 Heading C5E [Also in Division C2] 2-Alkyl indans of Formula (IV) in which R is C 1 -C 5 alkyl or C 3 -C 7 cycloalkyl are prepared by (a) condensing an aromatic ketone of Formula (I) with formaldehyde (or a polycondensed form of formaldehyde liberating formaldehyde under the conditions) in a basic medium and in a polar organic solvent to obtain a ketol of Formula (II); (b) cyclizing the ketol in a strong acid medium to obtain an indanone of Formula (III) and (c) reducing the indanone to give the desired 2- alkyl indan. The reduction of stage (c) may be Clemmenson, Wolff-Kishner or catalytic hydrogenation. Examples describe the preparation of 2- ethyl- and 2-isopropyl-indans.
GB35449/76A 1975-09-26 1976-08-26 Method for the preparation of 2-alkyl indanes Expired GB1500229A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7529658A FR2325625A1 (en) 1975-09-26 1975-09-26 PROCESS FOR PREPARING 2-ALKYL INDANE

Publications (1)

Publication Number Publication Date
GB1500229A true GB1500229A (en) 1978-02-08

Family

ID=9160530

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35449/76A Expired GB1500229A (en) 1975-09-26 1976-08-26 Method for the preparation of 2-alkyl indanes

Country Status (22)

Country Link
JP (1) JPS5257157A (en)
AR (1) AR210162A1 (en)
AT (1) AT346322B (en)
AU (1) AU497933B2 (en)
BE (1) BE846528A (en)
CA (1) CA1062286A (en)
CH (1) CH595302A5 (en)
CS (1) CS204996B2 (en)
DD (1) DD126332A5 (en)
DE (1) DE2643074A1 (en)
DK (1) DK424676A (en)
ES (1) ES451697A1 (en)
FR (1) FR2325625A1 (en)
GB (1) GB1500229A (en)
GR (1) GR58459B (en)
HU (1) HU172481B (en)
NL (1) NL7610336A (en)
NO (1) NO143703C (en)
PT (1) PT65587B (en)
SE (1) SE417086B (en)
SU (1) SU615847A3 (en)
ZA (1) ZA765536B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5975133U (en) * 1982-11-12 1984-05-22 金鹿「こて」工業株式会社 power wire brush
FR2784986A1 (en) * 1998-10-26 2000-04-28 Rhodia Chimie Sa Preparation of indanone and thioindanone phytosanitary agents by cyclizing substituted aromatic compound in fluorinated organic sulfonic acid
FR2788764B1 (en) * 1999-01-25 2001-03-02 Rhodia Chimie Sa PROCESS FOR THE PREPARATION OF AN INDANONE OR THIOINDANONE COMPOUND
RU2768714C2 (en) * 2020-05-22 2022-03-24 Федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургский государственный лесотехнический университет имени С.М. Кирова" Method for synthesis of 3-arylindan-1-ones by reaction of super-electrophilic aromatic substitution of cinnamic nitriles

Also Published As

Publication number Publication date
BE846528A (en) 1977-01-17
CH595302A5 (en) 1978-02-15
NO143703C (en) 1981-04-08
ZA765536B (en) 1977-08-31
PT65587B (en) 1978-03-28
ES451697A1 (en) 1977-08-16
DE2643074A1 (en) 1977-04-07
FR2325625A1 (en) 1977-04-22
CS204996B2 (en) 1981-04-30
CA1062286A (en) 1979-09-11
FR2325625B1 (en) 1980-08-01
JPS5257157A (en) 1977-05-11
JPS543870B2 (en) 1979-02-27
GR58459B (en) 1977-10-12
HU172481B (en) 1978-09-28
AR210162A1 (en) 1977-06-30
AT346322B (en) 1978-11-10
SE417086B (en) 1981-02-23
DK424676A (en) 1977-03-27
SU615847A3 (en) 1978-07-15
ATA707376A (en) 1978-03-15
NO143703B (en) 1980-12-22
NO763272L (en) 1977-03-29
PT65587A (en) 1976-10-01
SE7610637L (en) 1977-03-27
NL7610336A (en) 1977-03-29
DD126332A5 (en) 1977-07-13
AU1787976A (en) 1978-03-23
AU497933B2 (en) 1979-01-25

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
746 Register noted 'licences of right' (sect. 46/1977)
PCNP Patent ceased through non-payment of renewal fee