(E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

Base Information

Chemical Name:(E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide
CAS No.:85864-16-0
Molecular Formula:C₁₆H₂₁NO₂
Molecular Weight:259.348
Hs Code.:

Synonyms:(E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

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Chemical Property of (E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

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Technology Process of (E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

There total 7 articles about (E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide 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:

: 689-89-4
(2E,4E)-methylhexa-2,4-dienoate

: 85864-16-0
(E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

Guidance literature:: Multi-step reaction with 7 steps

1: 1) LDA, HMPA / 1) THF, hexane, -78 deg C, 1h, 2) 0 deg C, then room temp., 4 h

2: 92 percent / LDA, HMPA / tetrahydrofuran; hexane / 3 h / -78 °C

3: 68 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

4: 86 percent / KH / tetrahydrofuran / 0.5 h / 0 °C

5: 5percent HCl / acetone / 0.08 h / Ambient temperature

6: 85 percent / Jones reagent / acetone / 0.25 h / 0 °C

7: 1) pyridine, ethyl chloroformate, 2) conc. NH₃ / 1) THF, 0 deg C, 0.5 h, 2) H₂O

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; lithium aluminium tetrahydride; jones reagent; chloroformic acid ethyl ester; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; acetone;
DOI:10.1021/jo00169a009

Reference yield:

: 87101-66-4
(E)-2-(3,3-Dimethoxy-propyl)-hexa-3,5-dien-1-ol

: 85864-16-0
(E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / KH / tetrahydrofuran / 0.5 h / 0 °C

2: 5percent HCl / acetone / 0.08 h / Ambient temperature

3: 85 percent / Jones reagent / acetone / 0.25 h / 0 °C

4: 1) pyridine, ethyl chloroformate, 2) conc. NH₃ / 1) THF, 0 deg C, 0.5 h, 2) H₂O

With pyridine; hydrogenchloride; ammonium hydroxide; jones reagent; chloroformic acid ethyl ester; potassium hydride; In tetrahydrofuran; acetone;
DOI:10.1021/jo00169a009

Reference yield:

: 85864-12-6
(E)-2-(3,3-Dimethoxy-propyl)-hexa-3,5-dienoic acid methyl ester

: 85864-16-0
(E)-4-Benzyloxymethyl-octa-5,7-dienoic acid amide

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

2: 86 percent / KH / tetrahydrofuran / 0.5 h / 0 °C

3: 5percent HCl / acetone / 0.08 h / Ambient temperature

4: 85 percent / Jones reagent / acetone / 0.25 h / 0 °C

5: 1) pyridine, ethyl chloroformate, 2) conc. NH₃ / 1) THF, 0 deg C, 0.5 h, 2) H₂O

With pyridine; hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; jones reagent; chloroformic acid ethyl ester; potassium hydride; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1021/jo00169a009