766-20-1

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 901, 1989 DOI: 10.1080/00397918908051010

InChI:InChI=1/C6H12O2/c1-5-3-4-7-6(2)8-5/h5-6H,3-4H2,1-2H3/t5-,6-/m0/s1

Upstream product

• 18826-95-4 1.3-butanediol 
• 75-07-0 acetaldehyde 
• 109-92-2 ethyl vinyl ether 
• 123-63-7 paracetaldehyde 
• 74-86-2 acetylene 
• 106-99-0 buta-1,3-diene 
• 7553-56-2 iodine 
• 7664-93-9 sulfuric acid 
• 828-00-2 6-acetoxy-2,4-dimethyl-1,3-dioxane 
• 64-19-7 acetic acid 

Downstream Products

• 495-41-0 1-phenylbut-2-en-1-one 
• 1122-25-4 2-ethylidenecyclohexan-1-one 
• 766-33-6 2,5,5-trimethyl-1,3-dioxane 
• 1851-86-1 butane-1,3-diol 1-acetate 
• 75355-65-6 3-hydroxy-1-methylpropyl acetate 
• 18826-95-4 1.3-butanediol 
• 513-85-9 2.3-butanediol 
• 584-03-2 1,2-dihydroxybutane 

Relevant academic research and scientific papers

Method for preparing 1, 3-butanediol

The invention provides a method for preparing 1, 3-butanediol. The method comprises the following steps: (1) carrying out condensation cyclization reaction on butadiene, water and an aldehyde ketone compound according to a certain material ratio in the presence of hydrogen peroxide and a catalyst A to obtain a reaction solution containing an intermediate I; and (2) mixing the reaction solution containing the intermediate I with a certain amount of water, and carrying out hydrolysis reaction in the presence of a catalyst B to obtain 1, 3-butanediol and a corresponding aldehyde ketone compound.Compared with the existing production method, the method has the advantages of accessible reaction raw materials, high reaction conversion rate, high selectivity and the like, and is suitable for industrial production.

Nucleophilic addition to acetylenes in superbasic catalytic systems: XIV. Vinilation of diols in a system CsF-NaOH

A new catalytic system CsF-NaOH was developed for the synthesis of mono- and divinyl ethers of alkanediols exceeding in efficiency KOH. The nucleophilic addition of diols to acetylene in the presence of this system occurs both at enhance pressure (without solvent, 140-160°C) and atmospheric pressure (in DMSO medium, 100°C) of acetylene. Conditions were established of a selective preparation in a high yield of divinyl ethers from diols. 2005 Pleiades Publishing, Inc.

Reactivity of primary and secondary alcohols in nucleophilic addition to a triple bond: The vinylation of butane-1,3-diol

Acetylene adds to butane-1,3-diol in the presence of KOH to give, along with the corresponding divinyl ether and 2,4-dimethyl-1,3-dioxane, 4-vinyloxybutan-2-ol and its structural isomer 3-vinyloxybutan-1-ol, the ratio between the latter two products, (5 - 8) : 1, depending on the reaction conditions.

The stereochemistry of the Grignard - ortho ester reaction revisited: Regioselective endocyclic cleavage in the reaction of grignard reagents with cis-2-methoxy-4-methyl-1,3-diloxane

The reaction of cis-2-methoxy-4-methyl-1,3-dioxane (4) with Grignard reagents proceeds in a totally regioselective manner via rupture of the less congested C(2)-O(1) bond remote from the 4-methyl substituent. The analogous r-2-methoxy-cis-4,cis-6-dimethyl-1,3-dioxane (2) is totally inert to the action of Grignard reagents.

COBALT (II) CHLORIDE CATALYSED ADDITION OF ALCOHOLS ON VINYL ETHERS: A CONVENIENT SYNTHESIS OF MIXED ACETALS

Hydroxyl compounds readily add to Vinyl ethers in presence of a catalytic amount of Cobalt (II) Chloride, to give high yields of mixed acetals.