Propylene Glycol → 2-Methyl-2,3-dihydrothieno[3,4-b][1,4]dioxine

Reaction equation

[CH3:1][O:2][C:3]1[C:7]([O:8][CH3:9])=[CH:6][S:5][CH:4]=1.[CH2:10](O)C(O)C>>[CH3:10][CH:1]1[O:2][C:3]2=[CH:4][S:5][CH:6]=[C:7]2[O:8][CH2:9]1

Participants

Reactant 2

HCID 1030Propylene Glycol

HCID 36135013,4-Dimethoxythiophene

Product 1

HCID 121287602-Methyl-2,3-dihydrothieno[3,4-b][1,4]dioxine

Procedure

Racemic 2-methyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine was synthesized by transetherification of 3,4-dimethoxythiophene with racemic 1,2-propanediol as described in COMPARATIVE EXAMPLE 1. It was characterized by GC-MS and H-NMR-spectroscopy, and exhibited no optical rotation.

Sources & evidence

ORD record: ord-893c7cabb2234d5d8d2cba94eaa12eb3
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07094865B2

Reaction notes

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