2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

Base Information

Chemical Name:2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran
CAS No.:229176-17-4
Molecular Formula:C₁₅H₁₄Cl₂O₄
Molecular Weight:329.18
Hs Code.:

Synonyms:2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

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Chemical Property of 2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

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Technology Process of 2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

There total 7 articles about 2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran 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: 80.0%

: 229176-16-3
2-hydroxy-4-hydroxymethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

: 229176-17-4
2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

Guidance literature:: With thionyl chloride; N,N-dimethyl-formamide; In chloroform; at 20 ℃; for 3h;
DOI:10.1016/S0040-4020(99)00191-X

Reference yield:

: 14092-31-0
1-ethyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol

: 229176-17-4
2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / triethylamine; DMAP / tetrahydrofuran; CH₂Cl₂ / 1 h / 0 - 20 °C

2: 72 percent / PTSA / methanol / 3 h / 20 °C

3: 70 percent / PCC / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 65 percent / toluene / 12 h / Heating

5: 82 percent / NaBH₄ / methanol / 1 h / 0 - 20 °C

6: 65 percent / conc. HCl; MnO₂ / tetrahydrofuran / 0.5 h / -10 °C

7: 80 percent / DMF; thionyl chloride / CHCl₃ / 3 h / 20 °C

With hydrogenchloride; dmap; manganese(IV) oxide; sodium tetrahydroborate; thionyl chloride; toluene-4-sulfonic acid; triethylamine; N,N-dimethyl-formamide; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; 1: Esterification / 2: deprotection / 3: Oxidation / 4: Diels-Alder reaction / 5: Reduction / 6: Oxidation / 7: Substitution;
DOI:10.1016/S0040-4020(99)00191-X

Reference yield:

: 229176-13-0
1-ethyl-3-formyl-2-propynyl benzoate

: 229176-17-4
2-chloro-4-chloromethyl-5-oxo-3-(1-phenylcarbonyloxypropyl)-2,5-dihydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / toluene / 12 h / Heating

2: 82 percent / NaBH₄ / methanol / 1 h / 0 - 20 °C

3: 65 percent / conc. HCl; MnO₂ / tetrahydrofuran / 0.5 h / -10 °C

4: 80 percent / DMF; thionyl chloride / CHCl₃ / 3 h / 20 °C

With hydrogenchloride; manganese(IV) oxide; sodium tetrahydroborate; thionyl chloride; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; chloroform; toluene; 1: Diels-Alder reaction / 2: Reduction / 3: Oxidation / 4: Substitution;
DOI:10.1016/S0040-4020(99)00191-X