GB681202A - The production of 2:2:4-trimethyl-3-ol-1-pentanoic acid - Google Patents

The production of 2:2:4-trimethyl-3-ol-1-pentanoic acid

Info

Publication number
GB681202A
GB681202A GB143050A GB143050A GB681202A GB 681202 A GB681202 A GB 681202A GB 143050 A GB143050 A GB 143050A GB 143050 A GB143050 A GB 143050A GB 681202 A GB681202 A GB 681202A
Authority
GB
United Kingdom
Prior art keywords
acid
oxidation
oxygen
acetate
trimethyl
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
GB143050A
Inventor
Richard Norman Lacey
Leslie Ernest Cooper
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.)
British Industrial Solvents Ltd
Original Assignee
British Industrial Solvents 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
Application filed by British Industrial Solvents Ltd filed Critical British Industrial Solvents Ltd
Priority to GB143050A priority Critical patent/GB681202A/en
Priority to DEB13337A priority patent/DE939869C/en
Publication of GB681202A publication Critical patent/GB681202A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

2 : 2 : 4 - Trimethyl - 3 - ol - 1 - pentanoic acid is produced by the oxidation of 5 : 5-dimethyl-2 : 4 - di - isopropyl - 6 - hydroxy - 1 : 3 - dioxane (isobutyraldoxan) in the liquid phase under slightly acidic conditions by intimate contact with a gas containing molecular oxygen in the presence of an oxidation catalyst. Preferably, the oxidation is carried out in the presence of a diluent which may be neutral, e.g. isobutanol, other alcohols or ketones, or a weak organic acid, e.g. acetic, propionic, butyric or isobutyric acid. If no solvent or a neutral solvent is used, it is necessary to add some acid to produce the required acid conditions. The temperature should not exceed 60 DEG C. and is preferably in the range 30-45 DEG C. Satisfactory catalysts are vanadium pentoxide, vanadic acid compounds of cobalt, copper, uranium and tungsten, manganous acetate in conjunction with cobalt acetate or copper acetate or manganic acetate alone or in conjunction with other catalysts mentioned above. Air, or preferably oxygen, may be used as the oxygen-containing gas. The reaction products may be recovered from the oxidation mixture by steam distillation or straight distillation. Preferably, the lower boiling products, chiefly isobutyric acid, are removed by steam distillation and the aqueous residue is extracted with a solvent fror the hydroxy acid which can be purified by vacuum distillation or crystallization. In the examples, isobutyraldoxan, obtained by alkali-catalysed condensation of isobutyraldehyde is treated with oxygen in the presence of various oxidation catalysts to give 2 : 2 : 4-trimethyl-3-ol-1-pentanoic acid.
GB143050A 1950-01-19 1950-01-19 The production of 2:2:4-trimethyl-3-ol-1-pentanoic acid Expired GB681202A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB143050A GB681202A (en) 1950-01-19 1950-01-19 The production of 2:2:4-trimethyl-3-ol-1-pentanoic acid
DEB13337A DE939869C (en) 1950-01-19 1951-01-13 Process for the preparation of 2, 2, 4-trimethylpentane-1, 3-diol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB143050A GB681202A (en) 1950-01-19 1950-01-19 The production of 2:2:4-trimethyl-3-ol-1-pentanoic acid

Publications (1)

Publication Number Publication Date
GB681202A true GB681202A (en) 1952-10-22

Family

ID=9721899

Family Applications (1)

Application Number Title Priority Date Filing Date
GB143050A Expired GB681202A (en) 1950-01-19 1950-01-19 The production of 2:2:4-trimethyl-3-ol-1-pentanoic acid

Country Status (2)

Country Link
DE (1) DE939869C (en)
GB (1) GB681202A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3403696C2 (en) * 1984-02-03 1987-04-02 Ruhrchemie Ag, 4200 Oberhausen Process for the simultaneous preparation of 2,2,4-trimethyl-1,3-pentanediol and its monoisobutyrate

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE548814C (en) * 1930-01-08 1932-04-20 I G Farbenindustrie Akt Ges Process for the production of 1íñ3-butylene glycol
US2334761A (en) * 1939-10-28 1943-11-23 Du Pont Preparation of straight chain hydroxy compounds having at least six carbon atoms

Also Published As

Publication number Publication date
DE939869C (en) 1956-03-08

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