3-Cyclohexa-1,4-dienyl-propionyl chloride

Base Information

• Chemical Name: 3-Cyclohexa-1,4-dienyl-propionyl chloride
• CAS No.: 171894-86-3
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.639
• Mol file: 171894-86-3.mol

Synonyms:3-Cyclohexa-1,4-dienyl-propionyl chloride

Chemical Property of 3-Cyclohexa-1,4-dienyl-propionyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyclohexa-1,4-dienyl-propionyl chloride

There total 1 articles about 3-Cyclohexa-1,4-dienyl-propionyl chloride 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:

3-(1,4-cyclohexadien-1-yl)-1-propanoic acid (85029-28-3) → 3-Cyclohexa-1,4-dienyl-propionyl chloride (171894-86-3)

Guidance literature:

With sodium hydroxide; oxalyl dichloride; 3-Phenylpropionic acid; Multistep reaction; 2.) benzene, RT;

Reference yield:

3-Cyclohexa-1,4-dienyl-propionyl chloride (171894-86-3) → 7-Phenylselanyl-tricyclo[4.2.2.01,6]deca-2,4,9-triene-7-carboxylic acid methyl ester (76713-76-3)

Guidance literature:

Multi-step reaction with 11 steps

1: SnCl₄ / 1,2-dichloro-ethane / 0.5 h / 0 °C

2: 26 h / Irradiation

3: NaBH₄ / methanol / 16 h / Ambient temperature

4: Na/NH₃ / diethyl ether / 3.5 h

5: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg, 2.5 h, 2.) CH₂Cl₂, -78 deg C, 20 min

6: MeONa / benzene / 18.5 h / 12 °C

7: TsN₃, triethylamine / CH₂Cl₂ / 24 h / 20 °C

8: 86 percent / triethylamine / methanol / 24 h / Irradiation

9: pyridine, pyridinium bromide perbromide / CH₂Cl₂ / 3.5 h / 0 °C

10: LiCl, Li₂CO₃, HMPA / 42 h / 40 - 100 °C

11: 1.) LDA, 2.) HMPA / 1.) THF, -78 deg C, 20 min, 2.) THF, a) -78 deg C, 20 min, b) -40 deg C, 1 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; 4-toluenesulfonyl azide; oxalyl dichloride; ammonia; sodium methylate; pyridinium hydrobromide perbromide; sodium; tin(IV) chloride; lithium carbonate; dimethyl sulfoxide; triethylamine; lithium chloride; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; benzene;

Reference yield:

3-Cyclohexa-1,4-dienyl-propionyl chloride (171894-86-3) → Tricyclo[4.2.2.01,6]deca-2,4,9-trien-7-ylamine (172016-29-4)

Guidance literature:

Multi-step reaction with 14 steps

1: SnCl₄ / 1,2-dichloro-ethane / 0.5 h / 0 °C

2: 26 h / Irradiation

3: NaBH₄ / methanol / 16 h / Ambient temperature

4: Na/NH₃ / diethyl ether / 3.5 h

5: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg, 2.5 h, 2.) CH₂Cl₂, -78 deg C, 20 min

6: MeONa / benzene / 18.5 h / 12 °C

7: TsN₃, triethylamine / CH₂Cl₂ / 24 h / 20 °C

8: 86 percent / triethylamine / methanol / 24 h / Irradiation

9: pyridine, pyridinium bromide perbromide / CH₂Cl₂ / 3.5 h / 0 °C

10: LiCl, Li₂CO₃, HMPA / 42 h / 40 - 100 °C

11: 100 percent / 5percent aq. NaOH / methanol / 6 h / 12 °C

12: triethylamine, (PhO)2P(O)N₃ / benzene / 20 h / Heating

13: 18 h / Heating

14: 1.) NaHCO₃, Me₂SO₄, 2.) NaOH / 1.) MeOH, 35 deg C, 40 h, 2.) MeOH, H₂O, 40 deg C, 2 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; 4-toluenesulfonyl azide; oxalyl dichloride; diphenyl phosphoryl azide; ammonia; sodium methylate; pyridinium hydrobromide perbromide; sodium; tin(IV) chloride; lithium carbonate; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; dimethyl sulfate; lithium chloride; In methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; benzene;

upstream raw materials:

3-(1,4-cyclohexadien-1-yl)-1-propanoic acid

Downstream raw materials:

Tricyclo[4.2.2.0^1,6]deca-2,4,9-trien-7-ylamine

7-Phenylselanyl-tricyclo[4.2.2.0^1,6]deca-2,4,9-triene-7-carboxylic acid methyl ester