GB711680A - Esters of 4-chloro-o-toloxyacetic acid - Google Patents

Esters of 4-chloro-o-toloxyacetic acid

Info

Publication number
GB711680A
GB711680A GB19185/52A GB1918552A GB711680A GB 711680 A GB711680 A GB 711680A GB 19185/52 A GB19185/52 A GB 19185/52A GB 1918552 A GB1918552 A GB 1918552A GB 711680 A GB711680 A GB 711680A
Authority
GB
United Kingdom
Prior art keywords
propoxy
propyl
chloro
butoxy
acid
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
GB19185/52A
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.)
Dow Chemical Co
Original Assignee
Dow Chemical Co
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 Dow Chemical Co filed Critical Dow Chemical Co
Publication of GB711680A publication Critical patent/GB711680A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/708Ethers
    • C07C69/712Ethers the hydroxy group of the ester being etherified with a hydroxy compound having the hydroxy group bound to a carbon atom of a six-membered aromatic ring

Landscapes

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

Abstract

The invention comprises esters of 4-chloro-o-toloxyacetic acid of general formula <FORM:0711680/IV (b)/1> wherein n is an integer not greater than 3, and R represents an alkyl or phenyl group, and their preparation by reacting a molecular proportion of 4-chloro-o-toloxyacetic acid with at least a molecular proportion of a mono-etherified propylene glycol of the general formula HO-[-C2H3(CH3)-O-]n.R wherein n and R are as defined above, in the presence of an esterification catalyst. In examples: (1) 4-chloro-o-toloxyacetic acid, an isomeric mixture of iso-propoxy-propoxy-propanol (chiefly (CH3)2.CH.[-O.CH2.CH(CH3)]2. OH), in ethylene dichloride with concentrated sulphuric acid as catalyst is heated, with continuous distillation of solvent and water, the ethylene dichloride being recycled. After neutralization and removal of solvent iso-propoxy - propoxy - propyl 4 - chloro - o-toloxyacetate is obtained on distillation. In other examples a methoxy-propoxy-propoxy-propyl-; 11-methoxy-21-propyl-; a butoxy-propoxy-propyl-; a phenoxy-propoxy-propyl-; 11 - butoxy - 21 - propyl-; 11 - phenoxy - 21-propyl-; a butoxy-propoxy-propoxy-propyl-; and a mixture of 11-butoxy-21-propyl-, butoxy-propoxy-propyl- and butoxy-propoxy-propoxy-propyl - 4 - chloro - o - toloxy - phenoxy-acetates are described. The mono-, di- and tri-propylene glycol mono-ethers required as starting materials are prepared by the reaction of propylene oxide with a monohydric alcohol or phenol in presence of a catalyst. The mixed reaction product may be employed directly or resolved into the individual components.
GB19185/52A 1951-09-18 1952-07-29 Esters of 4-chloro-o-toloxyacetic acid Expired GB711680A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US711680XA 1951-09-18 1951-09-18

Publications (1)

Publication Number Publication Date
GB711680A true GB711680A (en) 1954-07-07

Family

ID=22099698

Family Applications (1)

Application Number Title Priority Date Filing Date
GB19185/52A Expired GB711680A (en) 1951-09-18 1952-07-29 Esters of 4-chloro-o-toloxyacetic acid

Country Status (1)

Country Link
GB (1) GB711680A (en)

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