2-Propenal, 3-[3-[3,4-bis(methoxymethoxy)phenyl]-2,3-dihydro-2-(hydroxymethyl)-1, 4-benzodioxin-6-yl]-, trans-

Base Information

Chemical Name:2-Propenal, 3-[3-[3,4-bis(methoxymethoxy)phenyl]-2,3-dihydro-2-(hydroxymethyl)-1, 4-benzodioxin-6-yl]-, trans-
CAS No.:114590-90-8
Molecular Formula:C22H24O8
Molecular Weight:416.428
Hs Code.:

Synonyms:

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Chemical Property of 2-Propenal, 3-[3-[3,4-bis(methoxymethoxy)phenyl]-2,3-dihydro-2-(hydroxymethyl)-1, 4-benzodioxin-6-yl]-, trans-

Chemical Property:

Purity/Quality:

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Technology Process of 2-Propenal, 3-[3-[3,4-bis(methoxymethoxy)phenyl]-2,3-dihydro-2-(hydroxymethyl)-1, 4-benzodioxin-6-yl]-, trans-

There total 10 articles about 2-Propenal, 3-[3-[3,4-bis(methoxymethoxy)phenyl]-2,3-dihydro-2-(hydroxymethyl)-1, 4-benzodioxin-6-yl]-, trans- 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:

: 331-39-5,501-16-6
caffeic acid

: 114590-90-8
(E)-3-[(2S,3S)-3-(3,4-Bis-methoxymethoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-propenal

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / cc. H₂SO₄ / 8 h / Heating

2: 1.) sodium hydride (NaH) / 1.) tetrahydrofuran (THF), 0 deg C to room temp., 1 h; 2.) THF, 0 deg C to room temp., 8 h

3: 78 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / -10 °C

4: 84 percent / tert-butyl hydroperoxide (70percent), vanadyl acetylacetonate / H₂O; CH₂Cl₂ / 6 h / Ambient temperature

5: 80 percent / NaOH / H₂O / 2.5 h / 70 °C

6: 73 percent / CH₂Cl₂; pyridine / 6 h / -10 °C

7: 99 percent / potassium carbonate (K₂CO₃) / methanol / 0.5 h / Ambient temperature

8: 98 percent / H₂ / Pd-C (5percent) / ethyl acetate

9: 85 percent / potassium carbonate (K₂CO₃) / methanol / 0.5 h / Ambient temperature

10: 1.) sodium hydride (NaH) / 1.) THF, 0 deg C, 1 h; 2.) THF, room temp., 1 h

With tert.-butylhydroperoxide; sodium hydroxide; lithium aluminium tetrahydride; vanadyl acetylacetonate; sulfuric acid; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1248/cpb.35.3603

Reference yield:

: 3843-74-1,67667-67-8
Methyl caffeate

: 114590-90-8
(E)-3-[(2S,3S)-3-(3,4-Bis-methoxymethoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-propenal

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) sodium hydride (NaH) / 1.) tetrahydrofuran (THF), 0 deg C to room temp., 1 h; 2.) THF, 0 deg C to room temp., 8 h

2: 78 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / -10 °C

3: 84 percent / tert-butyl hydroperoxide (70percent), vanadyl acetylacetonate / H₂O; CH₂Cl₂ / 6 h / Ambient temperature

4: 80 percent / NaOH / H₂O / 2.5 h / 70 °C

5: 73 percent / CH₂Cl₂; pyridine / 6 h / -10 °C

6: 99 percent / potassium carbonate (K₂CO₃) / methanol / 0.5 h / Ambient temperature

7: 98 percent / H₂ / Pd-C (5percent) / ethyl acetate

8: 85 percent / potassium carbonate (K₂CO₃) / methanol / 0.5 h / Ambient temperature

9: 1.) sodium hydride (NaH) / 1.) THF, 0 deg C, 1 h; 2.) THF, room temp., 1 h

With tert.-butylhydroperoxide; sodium hydroxide; lithium aluminium tetrahydride; vanadyl acetylacetonate; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1248/cpb.35.3603

Reference yield:

: 114590-77-1
(E)-3-(3,4-bis(methoxymethoxy)phenyl)prop-2-en-1-ol

: 114590-90-8
(E)-3-[(2S,3S)-3-(3,4-Bis-methoxymethoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-propenal

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / tert-butyl hydroperoxide (70percent), vanadyl acetylacetonate / H₂O; CH₂Cl₂ / 6 h / Ambient temperature

2: 80 percent / NaOH / H₂O / 2.5 h / 70 °C

3: 73 percent / CH₂Cl₂; pyridine / 6 h / -10 °C

4: 99 percent / potassium carbonate (K₂CO₃) / methanol / 0.5 h / Ambient temperature

5: 98 percent / H₂ / Pd-C (5percent) / ethyl acetate

6: 85 percent / potassium carbonate (K₂CO₃) / methanol / 0.5 h / Ambient temperature

7: 1.) sodium hydride (NaH) / 1.) THF, 0 deg C, 1 h; 2.) THF, room temp., 1 h

With tert.-butylhydroperoxide; sodium hydroxide; vanadyl acetylacetonate; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1248/cpb.35.3603