alpha-n-Butyl-beta-hydroxy-delta(sup alpha,beta)-butenolid [German]

Base Information

• Chemical Name: alpha-n-Butyl-beta-hydroxy-delta(sup alpha,beta)-butenolid [German]
• CAS No.: 78128-80-0
• Molecular Formula: C8H12 O3
• Molecular Weight: 156.181
• Hs Code.: 2932209090
• Mol file: 78128-80-0.mol

Synonyms:Hexanoicacid, 2-(1,2-dihydroxyethylidene)-, g-lactone (6CI)

Chemical Property of alpha-n-Butyl-beta-hydroxy-delta(sup alpha,beta)-butenolid [German]

Chemical Property:

• Vapor Pressure: 0.00216mmHg at 25°C
• Refractive Index: 1.4519 (estimate)
• Boiling Point: 257.4°C at 760 mmHg
• Flash Point: 102.1°C
• PSA: 46.53000
• Density: 1.173g/cm³
• LogP: 1.54550

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-n-Butyl-beta-hydroxy-delta(sup alpha,beta)-butenolid [German]

There total 4 articles about alpha-n-Butyl-beta-hydroxy-delta(sup alpha,beta)-butenolid [German] which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

4-hydroxy-3-(1-oxobutyl)-2(5H)-furanone (141214-62-2) → 3-butyl-4-hydroxy-2(5H)-furanone (78128-80-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1080/00397919208020844

Reference yield: 73.1%

cyclohexanespiro-2'-(1',3'-dioxolan)-4'-one (4423-79-4) + methyl hexanoate (106-70-7) → 3-butyl-4-hydroxy-2(5H)-furanone (78128-80-0)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; for 18h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85556-3

Reference yield:

ethyl 2-butylacetoacetate (1540-29-0) → 3-butyl-4-hydroxy-2(5H)-furanone (78128-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / chloroform / 0 - 20 °C

2: 2 h / 130 °C / neat (no solvent)

With bromine; In chloroform;

DOI:10.3987/COM-11-12241

upstream raw materials:

cyclohexanespiro-2'-(1',3'-dioxolan)-4'-one

methyl hexanoate

4-hydroxy-3-(1-oxobutyl)-2(5H)-furanone

C₁₀H₁₇BrO₃

Downstream raw materials:

3-butyl-3-(2,2-diphenylethenyl)tetrahydrofuran-2,4-dione

(S)-3-n-butyl-5-methylfuran-2(5H)-one

(S)-3-butyl-4-<2-(methoxymethyl)-1-pyrrolidinyl>-2(5H)-furanone

Refernces

• 1、 Nishide,Aramata,Kamanaka,Inoue,Node. "Total asymmetric syntheses of (+)-blastmycinone and related γ-lactones". . p. 8337 - 8346. Retrieved 2007/10/02.