GB788278A - Process for the manufacture of ª‡-phenylglycerol ethers - Google Patents

Process for the manufacture of ª‡-phenylglycerol ethers

Info

Publication number
GB788278A
GB788278A GB14309/56A GB1430956A GB788278A GB 788278 A GB788278 A GB 788278A GB 14309/56 A GB14309/56 A GB 14309/56A GB 1430956 A GB1430956 A GB 1430956A GB 788278 A GB788278 A GB 788278A
Authority
GB
United Kingdom
Prior art keywords
ether
phenylglycerol
sodium
chloro
alpha
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
GB14309/56A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB788278A publication Critical patent/GB788278A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/02—Preparation of ethers from oxiranes
    • C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/10—Saturated ethers of polyhydroxy compounds
    • C07C43/11—Polyethers containing —O—(C—C—O—)n units with ≤ 2 n≤ 10
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/13—Saturated ethers containing hydroxy or O-metal groups
    • 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
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups

Landscapes

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

Abstract

a -phenylglycerol ethers are manufactured by reacting phenates with 1 chloro-2-3 propanediol at elevated temperatures, the reaction components acting on each other in a heterogenous phase. Suitable phenates are alkali or alkaline earth metal salts of phenols or of their mono, di, tri, tetra and pentasubstitution products such as phenol, chlorphenols, chlorcresols and cresols. Suitable non-dissolving organic liquids wherein the starting components can be dispersed are aromatic, aliphatic and cycloaliphatic hydrocarbons, e.g. benzene, toluene, white spirit fractions, cyclohexane and decahydronaphthalene. The phenate is suspended in the boiling organic liquid and 1-chlor-2-3 propanediol is introduced into the mixture dropwise. The reaction is continued for a short time after all the 1-chloro-2-3-propanediol has been added. The organic liquid is then distilled off and the a -phenylglycerol ether obtained by distilling in vacuo or under pressure. Alternatively, in one of the examples, the alpha-phenylglycerol ether may be crystallized out, after removing the salt formed, in the reaction, by filtration of the hot solution. Examples are given for the preparation of alpha phenylglycerol ether from sodium phenate produced from phenol and sodium hydroxide, alpha-(o-cresyl) glycerol ether from sodium o-cresolate, o-chloro o-cresylglycerol ether from sodium o-chloro-o-cresolate, and alpha-pentachloroglycerol ether from sodium pentachloro-phenate.
GB14309/56A 1955-05-24 1956-05-08 Process for the manufacture of ª‡-phenylglycerol ethers Expired GB788278A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE788278X 1955-05-24

Publications (1)

Publication Number Publication Date
GB788278A true GB788278A (en) 1957-12-23

Family

ID=6699434

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14309/56A Expired GB788278A (en) 1955-05-24 1956-05-08 Process for the manufacture of ª‡-phenylglycerol ethers

Country Status (1)

Country Link
GB (1) GB788278A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3056843A (en) * 1959-10-05 1962-10-02 Pittsburgh Plate Glass Co Reaction of hexahalobenzenes with polyols and products obtained thereby
US3225002A (en) * 1961-02-17 1965-12-21 Pittsburgh Plate Glass Co Diesters of terminally unsaturated monocarboxylic acids and halophenoxymethyl, alkane diols
CN111138250A (en) * 2019-12-30 2020-05-12 陕西省石油化工研究设计院 Refining method of chlorphenesin
CN113149818A (en) * 2021-03-15 2021-07-23 菏泽新东方日化科技有限公司 Preparation process of chlorphenesin
CN117924046A (en) * 2023-12-27 2024-04-26 苏州元素集化学工业有限公司 Method for preparing chlorphenesin and application thereof

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3056843A (en) * 1959-10-05 1962-10-02 Pittsburgh Plate Glass Co Reaction of hexahalobenzenes with polyols and products obtained thereby
US3225002A (en) * 1961-02-17 1965-12-21 Pittsburgh Plate Glass Co Diesters of terminally unsaturated monocarboxylic acids and halophenoxymethyl, alkane diols
CN111138250A (en) * 2019-12-30 2020-05-12 陕西省石油化工研究设计院 Refining method of chlorphenesin
CN111138250B (en) * 2019-12-30 2022-07-01 陕西化工研究院有限公司 Refining method of chlorphenesin
CN113149818A (en) * 2021-03-15 2021-07-23 菏泽新东方日化科技有限公司 Preparation process of chlorphenesin
CN113149818B (en) * 2021-03-15 2022-05-03 菏泽新东方日化科技有限公司 Preparation process of chlorphenesin
CN117924046A (en) * 2023-12-27 2024-04-26 苏州元素集化学工业有限公司 Method for preparing chlorphenesin and application thereof

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