(E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

Base Information

Chemical Name:(E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one
CAS No.:63294-81-5
Molecular Formula:C₁₉H₂₆O₄S
Molecular Weight:350.479
Hs Code.:

Synonyms:(E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

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Chemical Property of (E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

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Technology Process of (E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

There total 9 articles about (E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-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: 76.0%

: 63294-79-1
(E)-6-Benzenesulfonyl-14-oxo-oxacyclotetradec-8-ene-6-carboxylic acid methyl ester

: 63294-81-5
(E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

Guidance literature:: With tetramethyl ammonium acetate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 90 - 95 ℃; for 6h;
DOI:10.1021/ja00534a030

Reference yield:

: 5299-60-5
6-hydroxy-hexanoic acid ethyl ester

: 63294-81-5
(E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / pyridinium chlorochromate, sodum acetate / CH₂Cl₂ / 1 h / Ambient temperature

2: 71 percent / tetrahydrofuran / 1 h / 0 °C

3: 91 percent / potassium hydroxide / aq. ethanol / 2.5 h / Ambient temperature

4: 60 percent / pyridine / Ambient temperature

5: thionyl chloride / diethyl ether / 4 h / Ambient temperature

6: 84 percent / pyridine / CH₂Cl₂ / 2 h / Heating

7: 1.) sodium hydride / 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1.) THF, room temperature, 30 min, 2.) reflux, 2.5 h

8: 76 percent / tetramethylammonium acetate / hexamethylphosphoric acid triamide / 6 h / 90 - 95 °C

With pyridine; potassium hydroxide; thionyl chloride; tetramethyl ammonium acetate; sodium acetate; sodium hydride; pyridinium chlorochromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00534a030

Reference yield:

: 27983-42-2
5-carboethoxypentanal

: 63294-81-5
(E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 71 percent / tetrahydrofuran / 1 h / 0 °C

2: 91 percent / potassium hydroxide / aq. ethanol / 2.5 h / Ambient temperature

3: 60 percent / pyridine / Ambient temperature

4: thionyl chloride / diethyl ether / 4 h / Ambient temperature

5: 84 percent / pyridine / CH₂Cl₂ / 2 h / Heating

6: 1.) sodium hydride / 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1.) THF, room temperature, 30 min, 2.) reflux, 2.5 h

7: 76 percent / tetramethylammonium acetate / hexamethylphosphoric acid triamide / 6 h / 90 - 95 °C

With pyridine; potassium hydroxide; thionyl chloride; tetramethyl ammonium acetate; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00534a030