benzo[b]oxepin-2(5H)-one

Base Information

• Chemical Name: benzo[b]oxepin-2(5H)-one
• CAS No.: 25033-98-1
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.172
• Mol file: 25033-98-1.mol

Synonyms:benzo[b]oxepin-2(5H)-one

Chemical Property of benzo[b]oxepin-2(5H)-one

Chemical Property:

Purity/Quality:

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Technology Process of benzo[b]oxepin-2(5H)-one

There total 1 articles about benzo[b]oxepin-2(5H)-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: 31.0%

2-(2-hydroxyphenyl)cyclobutanone (294669-29-7) → benzo[b]oxepin-2(5H)-one (25033-98-1) + 4,5-dihydro-3H-benzo[b]oxepin-2-one (3041-17-6) + 2-cyclopropylphenol (10292-60-1)

Guidance literature:

bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; cyclohexyldiphenylphosphine; In m-xylene; at 100 ℃; for 4h;

DOI:10.1002/1521-3773(20000717)39:14<2484::AID-ANIE2484>3.0.CO;2-1

Reference yield:

benzo[b]oxepin-2(5H)-one (25033-98-1) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → (S)-4-(dimethyl(phenyl)silyl)-4,5-dihydrobenzo[b]oxepin-2(3H)-one (1436856-98-2) + (R)-4-(dimethyl(phenyl)silyl)-4,5-dihydrobenzo[b]oxepin-2(3H)-one

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With copper(l) iodide; (4S,5S)-1,3-bis(2-(naphthalen-2-yl)phenyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate salt; sodium t-butanolate; In tetrahydrofuran; for 0.25h; Inert atmosphere;

benzo[b]oxepin-2(5H)-one; In tetrahydrofuran; at -78 ℃; for 3.5h; Overall yield = 84 %; enantioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1039/c3cc42160k

upstream raw materials:

2-(2-hydroxyphenyl)cyclobutanone

Downstream raw materials:

(S)-4-(dimethyl(phenyl)silyl)-4,5-dihydrobenzo[b]oxepin-2(3H)-one

Refernces