Cyclopentanepropanenitrile, 1-(hydroxymethyl)- (9CI)

Base Information

• Chemical Name: Cyclopentanepropanenitrile, 1-(hydroxymethyl)- (9CI)
• CAS No.: 632328-95-1
• Molecular Formula: C₉H₁₅NO
• Molecular Weight: 153.224
• Mol file: 632328-95-1.mol

Synonyms:Cyclopentanepropanenitrile, 1-(hydroxymethyl)- (9CI)

Chemical Property of Cyclopentanepropanenitrile, 1-(hydroxymethyl)- (9CI)

Chemical Property:

• Boiling Point: 109 - 110 °C (0.3 mmHg)
• PSA: 44.02000
• LogP: 1.84288

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanepropanenitrile, 1-(hydroxymethyl)- (9CI)

There total 1 articles about Cyclopentanepropanenitrile, 1-(hydroxymethyl)- (9CI) 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: 85.0%

1-(2-cyanoethyl)-1-formylcyclopentane (91239-99-5) → 1-(2-cyanoethyl)-1-hydroxymethylcyclopentane (632328-95-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

DOI:10.1039/b209990j

Reference yield:

1-(2-cyanoethyl)-1-hydroxymethylcyclopentane (632328-95-1) → 3-benzyl-6-chloro-4-[1-(toluene-4-sulfonyloxymethyl)-cyclopentylmethyl]-2,3,3a,4,5,6-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 8 steps

1.1: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

1.2: 92 percent / DMAP / CH₂Cl₂ / 16 h / 20 °C

2.1: 72 percent / DIBAL-H / CH₂Cl₂ / 6 h / -78 °C

3.1: tetrahydrofuran / 24 h / 20 °C

4.1: tetrahydrofuran / 24 h / Heating

5.1: 8.252 g / methanol / 144 h / Heating

6.1: 91 percent / aq. Bu₄NF / tetrahydrofuran / 2 h / 20 °C

7.1: 94 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

8.1: Et₃N / CH₂Cl₂ / 0 °C

8.2: tert-butyl hypochlorite / CH₂Cl₂ / 0 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1039/b209990j

Reference yield:

1-(2-cyanoethyl)-1-hydroxymethylcyclopentane (632328-95-1) → C62H72N4O11S

Guidance literature:

Multi-step reaction with 9 steps

1.1: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

1.2: 92 percent / DMAP / CH₂Cl₂ / 16 h / 20 °C

2.1: 72 percent / DIBAL-H / CH₂Cl₂ / 6 h / -78 °C

3.1: tetrahydrofuran / 24 h / 20 °C

4.1: tetrahydrofuran / 24 h / Heating

5.1: 8.252 g / methanol / 144 h / Heating

6.1: 91 percent / aq. Bu₄NF / tetrahydrofuran / 2 h / 20 °C

7.1: 94 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

8.1: Et₃N / CH₂Cl₂ / 0 °C

8.2: tert-butyl hypochlorite / CH₂Cl₂ / 0 °C

9.1: HBF₄*Et₂O; AgBF₄ / acetone

With tetrafluoroboric acid diethyl ether; silver tetrafluoroborate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1039/b209990j

upstream raw materials:

1-(2-cyanoethyl)-1-formylcyclopentane

Refernces