[R,(-)]-4,4a,5,6,7,8-Hexahydronaphthalene-2(3H)-one

Base Information

• Chemical Name: [R,(-)]-4,4a,5,6,7,8-Hexahydronaphthalene-2(3H)-one
• CAS No.: 38772-78-0
• Molecular Formula: C10H14O
• Molecular Weight: 150.21800
• Mol file: 38772-78-0.mol

Synonyms:(4aR)-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one;(R)-4,4a,5,6,7,8-Hexahydro-3H-naphthalen-2-one;[R,(-)]-4,4a,5,6,7,8-Hexahydronaphthalene-2(3H)-one;

Chemical Property of [R,(-)]-4,4a,5,6,7,8-Hexahydronaphthalene-2(3H)-one

Chemical Property:

• Boiling Point: 70 - 71 °C (0.1 mmHg)
• PSA: 17.07000
• LogP: 2.46590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [R,(-)]-4,4a,5,6,7,8-Hexahydronaphthalene-2(3H)-one

There total 5 articles about [R,(-)]-4,4a,5,6,7,8-Hexahydronaphthalene-2(3H)-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:

ethyl bicyclo[4.4.0]dec-1-en-3-one-6-carboxylate (7478-39-9) → (-)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone (38772-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / methanol. KOH / 96 h / 5 °C

2: benzene; acetone / 24 h / Ambient temperature

With potassium hydroxide; In acetone; benzene;

DOI:10.1021/jo00194a004

Reference yield:

(4aR,8aS)-8a-Hydroxy-octahydro-naphthalen-2-one (91383-46-9) → 3,4,5,6,7,8-hexahydro-2(1H)-naphthalenone (13837-12-2) + (-)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone (38772-78-0)

Guidance literature:

With toluene-4-sulfonic acid; In benzene;

DOI:10.1039/c39840000418

Reference yield:

2-(3-oxobutyl)cyclohexanone (26942-62-1) → 3,4,5,6,7,8-hexahydro-2(1H)-naphthalenone (13837-12-2) + trans-Decalon-(2)-ol-(9) (20591-71-3,20721-86-2,60505-89-7,91383-46-9) + (-)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone (38772-78-0) + (4aR,8aS)-8a-Hydroxy-octahydro-naphthalen-2-one (91383-46-9)

Guidance literature:

With L-proline; In N,N-dimethyl-formamide; for 90h; Further byproducts given; Ambient temperature;

DOI:10.1039/c39840000418

upstream raw materials:

2-(3-oxobutyl)cyclohexanone

(4aR,8aS)-8a-Hydroxy-octahydro-naphthalen-2-one

(S)-1-phenyl-ethylamine

(+/-)-2-oxo-2,3,4,4a,5,6,7,8-octahydronaphthalene-4a-carboxylic acid