2,3-Dihydro-7-(hydroxymethyl)-1H-pyrrolizin-1-one

Base Information

• Chemical Name: 2,3-Dihydro-7-(hydroxymethyl)-1H-pyrrolizin-1-one
• CAS No.: 27792-82-1
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.165
• Hs Code.: 2933990090
• Mol file: 27792-82-1.mol

Synonyms:Loroquine

Chemical Property of 2,3-Dihydro-7-(hydroxymethyl)-1H-pyrrolizin-1-one

Chemical Property:

• Vapor Pressure: 8.03E-06mmHg at 25°C
• Boiling Point: 360.4°Cat760mmHg
• Flash Point: 171.7°C
• PSA: 42.23000
• Density: 1.38g/cm³
• LogP: 0.56680

Purity/Quality:

99% ^*data from raw suppliers

2,3-dihydro-7-(hydroxymethyl)-1H-Pyrrolizin-1-one 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: The EtOH extract of Urechites karwinskii roots contains this necine base. NaBH4 reduces the ketone group to a secondary hydroxyl while Mn02 oxidizes the hydroxylmethyl group to the aldehyde.

Technology Process of 2,3-Dihydro-7-(hydroxymethyl)-1H-pyrrolizin-1-one

There total 7 articles about 2,3-Dihydro-7-(hydroxymethyl)-1H-pyrrolizin-1-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%

7-Acetoxymethyl-2,3-dihydro-1H-pyrrolizin-1-one (27792-83-2) → Loroquine (27792-82-1)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

Reference yield:

ethyl 3-(methoxymethyl)-1H-pyrrole-2-carboxylate (152401-27-9) → Loroquine (27792-82-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / potassium tert-butoxide / 1 h / Heating

2: 71 percent / NaO, EtOH / toluene / 1 h / 80 °C

3: 81 percent / NaOH / H₂O / 3 h / Heating

4: 25 percent / chlorotrimethylsilane, conc. H₂SO₄ / 0.08 h

5: 79 percent / 0.1 N aq. HCl / 1 h / Heating

With hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; sodium monoxide; ethanol; sulfuric acid; potassium tert-butylate; In water; toluene;

Reference yield:

Ethyl (+/-)-2,3-dihydro-7-methoxymethyl-1-oxo-1H-pyrrolizine-2-carboxylate (152401-29-1) → Loroquine (27792-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / NaOH / H₂O / 3 h / Heating

2: 25 percent / chlorotrimethylsilane, conc. H₂SO₄ / 0.08 h

3: 79 percent / 0.1 N aq. HCl / 1 h / Heating

With hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; sulfuric acid; In water;

upstream raw materials:

7-Acetoxymethyl-2,3-dihydro-1H-pyrrolizin-1-one

2,3-Dihydro-7-methoxymethyl-1H-pyrrolizin-1-one

ethyl 3-(methoxymethyl)-1H-pyrrole-2-carboxylate

Ethyl (+/-)-2,3-dihydro-7-methoxymethyl-1-oxo-1H-pyrrolizine-2-carboxylate

Refernces