4-(HYDROXYMETHYL)-1-METHYLPYRROLIDIN-2-ONE

Base Information

• Chemical Name: 4-(HYDROXYMETHYL)-1-METHYLPYRROLIDIN-2-ONE
• CAS No.: 59887-20-6
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 2933790090
• Mol file: 59887-20-6.mol

Synonyms:4-hydroxymethyl-1-methylpyrrolidone;4-Hydroxymethyl-N-methylpyrrolidon;1-Methyl-4-hydroxymethyl-2-pyrrolidinon;F2147-0771;1-methyl-4-hydroxymethyl-pyrrolidin-2-one;4-hydroxymethyl-1-methyl-pyrrolidin-2-one;

Chemical Property of 4-(HYDROXYMETHYL)-1-METHYLPYRROLIDIN-2-ONE

Chemical Property:

• Vapor Pressure: 0.000413mmHg at 25°C
• Boiling Point: 281.8oC at 760 mmHg
• PKA: 14.56±0.10(Predicted)
• Flash Point: 124.2oC
• PSA: 40.54000
• Density: 1.124g/cm3
• LogP: -0.60510
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

4-(hydroxymethyl)-1-methylpyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(HYDROXYMETHYL)-1-METHYLPYRROLIDIN-2-ONE

There total 4 articles about 4-(HYDROXYMETHYL)-1-METHYLPYRROLIDIN-2-ONE 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: 79.0%

(±)-methyl 1-methyl-5-oxo-pyrrolidine-3-carboxylate (59857-86-2) → (±)-4-(hydroxymethyl)-1-methyl-pyrrolidin-2-one (59887-20-6)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 20 ℃;

DOI:10.1016/j.bmc.2019.115157

Reference yield:

1-Methyl-5-oxo-3-pyrrolidinecarboxylic Acid (42346-68-9) → 1,3-dimethyl-pyrrolidin-2-one (19597-07-0) + 1,3-Dimethyl-2,5-pyrrolidindion (15542-96-8,211682-20-1) + 1,4-dimethyl-2-pyrrolidone (2555-04-6) + (±)-4-(hydroxymethyl)-1-methyl-pyrrolidin-2-one (59887-20-6)

Guidance literature:

With hydrogen; 5% active carbon-supported ruthenium; In water; at 20 - 200 ℃; for 24h; under 37503.8 - 150015 Torr; Product distribution / selectivity; Autoclave;

Reference yield:

Dimethyl itakonate (617-52-7) → (±)-4-(hydroxymethyl)-1-methyl-pyrrolidin-2-one (59887-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / methanol / 1) 1h, 5-10 deg C; 2) 48 h room temp.

2: 78 percent / NaBH₄ / ethanol / 1) 7.5 h (addition); 2) 14h room temp.

With sodium tetrahydroborate; In methanol; ethanol;

DOI:10.1021/jo01293a010

upstream raw materials:

(±)-methyl 1-methyl-5-oxo-pyrrolidine-3-carboxylate

Dimethyl itakonate

1-Methyl-5-oxo-3-pyrrolidinecarboxylic Acid

Downstream raw materials:

3-Formyl-1-methyl-5-oxopyrrolidine

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