benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate

Base Information

• Chemical Name: benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate
• CAS No.: 331282-03-2
• Molecular Formula: C₂₀H₁₉BrCl₂O₂
• Molecular Weight: 442.18
• Mol file: 331282-03-2.mol

Synonyms:benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate

Chemical Property of benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate

There total 8 articles about benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate 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:

1,3-dichloro-4-vinyl-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid benzyl ester → benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate (331282-03-2)

Guidance literature:

With hydrogen bromide; dibenzoyl peroxide; In hexane; at 20 ℃; for 2h;

DOI:10.1021/jm000355t

Reference yield:

ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate (91307-39-0) → benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate (331282-03-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / H₂ / 20percent Pd(OH)2/C / methanol / 48 h / 760.05 Torr

2: 86 percent / 1 N NaOH / dioxane / 36 h / 70 °C

3: 96 percent / Cs₂CO₃ / dimethylformamide / 18 h / -20 - 0 °C

4: 74 percent / SO₂Cl₂ / CH₂Cl₂ / 0.5 h / 0 °C

5: pyridine

6: (PPh₃)2PdCl₂; LiCl / dimethylformamide

7: HBr; benzoyl peroxide / hexane / 2 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sulfuryl dichloride; hydrogen bromide; hydrogen; caesium carbonate; lithium chloride; dibenzoyl peroxide; 20percent Pd(OH)2/C; In 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm000355t

Reference yield:

ethyl 2-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-3-carboxylate (66979-47-3) → benzyl 1-(2-bromoethyl)-2,4-dichloro-5,6,7,8-tetrahydro-3-naphthylcarboxylate (331282-03-2)

Guidance literature:

Multi-step reaction with 7 steps

1: toluene / Heating

2: 86 percent / 1 N NaOH / dioxane / 36 h / 70 °C

3: 96 percent / Cs₂CO₃ / dimethylformamide / 18 h / -20 - 0 °C

4: 74 percent / SO₂Cl₂ / CH₂Cl₂ / 0.5 h / 0 °C

5: pyridine

6: (PPh₃)2PdCl₂; LiCl / dimethylformamide

7: HBr; benzoyl peroxide / hexane / 2 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sulfuryl dichloride; hydrogen bromide; caesium carbonate; lithium chloride; dibenzoyl peroxide; In 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm000355t

upstream raw materials:

ethyl 2-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-3-carboxylate

ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate

5,6,7,8-tetrahydro-1-hydroxy-3-naphthoic acid

ethyl 1-hydroxy-5,6,7,8-tetrahydro-3-naphthylcarboxylate

Downstream raw materials:

1,3-dichloro-4-[2-(8-oxo-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid benzyl ester

1,3-dichloro-4-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid benzyl ester