3,4-Dimethoxythiophene → Thieno[3,4-b]-1,4-dioxin, 2-hexyl-2,3-dihydro-

HRID 10612Notes

Reaction equation

HRID 10612 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@@H:11](O)[CH2:12][CH2:13][CH2:14][CH2:15]CC>>[CH2:10]([CH:1]1[O:2][C:3]2=[CH:4][S:5][CH:6]=[C:7]2[O:8][CH2:9]1)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 36135013,4-DimethoxythiopheneHCID 6999933(2S)-octane-1,2-diol

Product 1

HCID 9899382Thieno[3,4-b]-1,4-dioxin, 2-hexyl-2,3-dihydro-

Procedure

Chiral 2-n-hexyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine was synthesized by transetherification of 3,4-dimethoxythiophene with (S)-1,2-octanediol and purified to a purity of 99.69% as described in INVENTION EXAMPLE 1. It was characterized by GC-MS and 1H-NMR-spectroscopy, and exhibited a specific rotation of −100° at 25° C. and 436 nm in hexane.

Workup

  1. custompurified to a purity of 99.69%
  2. customa specific rotation of −100°
  3. customat 25° C.

Sources & evidence

ORD record
ord-519add250e7d4ab9915edef34623bdcd
Source dataset
uspto-grants-2006_08
Patent number
US07094865B2

Reaction notes

Loading…