1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin

Base Information

• Chemical Name: 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin
• CAS No.: 76993-61-8
• Molecular Formula: C₂₇H₄₂O₂
• Molecular Weight: 398.629
• Mol file: 76993-61-8.mol

Synonyms:1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin

Chemical Property of 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin

There total 8 articles about 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin 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:

3,3,5,5-tetramethylcyclohexanone (14376-79-5) → 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin (76993-61-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / aluminum amalgam, / CH₂Cl₂ / 5 h / Heating

2: 89 percent / POCl₃, pyridine / 18 h / Heating

3: 1.) BH₃-THF, 2.) aq. H₂O₂, aq. NaOH / 1) -5 deg C (1 h), 0 deg C (45 min), 4 deg C (3 d); 2) ethanol, 50 deg C, 32 h

4: 10 mg / p-toluenesulfonic acid monohydrate, Linde 5 Angstroem sieve powder / CH₂Cl₂ / 72 h

With pyridine; sodium hydroxide; borane-THF; aluminium amalgam; 5A molecular sieve; dihydrogen peroxide; toluene-4-sulfonic acid; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja00395a028

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin (76993-61-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) cupric acetate / 1) ether, room temperature, 0.5 h; 2) reflux, 4 h, room temperature (overnight)

2: 42 percent / aluminum amalgam, / CH₂Cl₂ / 5 h / Heating

3: 89 percent / POCl₃, pyridine / 18 h / Heating

4: 1.) BH₃-THF, 2.) aq. H₂O₂, aq. NaOH / 1) -5 deg C (1 h), 0 deg C (45 min), 4 deg C (3 d); 2) ethanol, 50 deg C, 32 h

5: 10 mg / p-toluenesulfonic acid monohydrate, Linde 5 Angstroem sieve powder / CH₂Cl₂ / 72 h

With pyridine; sodium hydroxide; borane-THF; aluminium amalgam; 5A molecular sieve; dihydrogen peroxide; copper diacetate; toluene-4-sulfonic acid; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja00395a028

Reference yield:

3,3,3',3',5,5,5',5'-octamethyl-<1,1'-bicyclohexyl>1,1'-diol (68525-22-4) → 1,2,3,4,4a,7a,8,9,10,11,11a,11b-dodecahydro-6-phenyl-2,2,4,4,8,8,10,10-octamethyldibenzo<1,3>dioxepin (76993-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / POCl₃, pyridine / 18 h / Heating

2: 1.) BH₃-THF, 2.) aq. H₂O₂, aq. NaOH / 1) -5 deg C (1 h), 0 deg C (45 min), 4 deg C (3 d); 2) ethanol, 50 deg C, 32 h

3: 10 mg / p-toluenesulfonic acid monohydrate, Linde 5 Angstroem sieve powder / CH₂Cl₂ / 72 h

With pyridine; sodium hydroxide; borane-THF; 5A molecular sieve; dihydrogen peroxide; toluene-4-sulfonic acid; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja00395a028

upstream raw materials:

meso-trans,trans-3,3,3',3',5,5,5',5'-octamethyl-<1,1'-bicyclohexyl>-2,2'-diol

benzaldehyde

3,3,5,5-tetramethylcyclohexanone

3,5,5-Trimethylcyclohex-2-en-1-one