(E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

Base Information

Chemical Name:(E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one
CAS No.:80317-54-0
Molecular Formula:C₁₆H₁₉ClO₂
Molecular Weight:278.779
Hs Code.:

Synonyms:(E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

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Technology Process of (E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

There total 9 articles about (E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-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: 60.0%

: 80317-49-3
4-chloro-α-<1-methyl-3-(tetrahydro-2H-pyran-2-yl)-1-propenyl>benzenemethanol

: 80317-54-0
(E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; for 72h; Ambient temperature;
DOI:10.1021/jo00344a013

Reference yield:

: 43216-12-2
2-iodomethyltetrahydropyran

: 80317-54-0
(E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 10 min, 2.) hexane, THF, from -78 deg C to RT, 1 h

2: 80-90percent m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.17 h / 0 °C

3: diethylamine, methanol / 23 h / 0 °C

4: 60 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran / 72 h / Ambient temperature

With methanol; n-butyllithium; diethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00344a013

Reference yield:

: 104-88-1
4-chlorobenzaldehyde

: 80317-54-0
(E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: KOH / ethanol; H₂O / 17 h / Ambient temperature; 1.) 2 deg C, 1.5 h, 2.) RT, 17 h

2: 88 percent / NaBH₄ / methanol / 2.5 h / 2 - 10 °C

3: 73 percent / conc. HCl / 1 h

4: 1.) Na / 1.) CH₃OH, 5 min, 2.) CH₃OH, RT, 14 h

5: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 10 min, 2.) hexane, THF, from -78 deg C to RT, 1 h

6: 80-90percent m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.17 h / 0 °C

7: diethylamine, methanol / 23 h / 0 °C

8: 60 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran / 72 h / Ambient temperature

With hydrogenchloride; methanol; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; sodium; diethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00344a013