Ethyl Acetate → HCID 69889187, compound

HRID 2083911Notes

Reaction equation

HRID 2083911 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[S:8][CH2:7][CH2:6][C:5]2([C:13]([OH:15])=[O:14])[OH:12].CCCCCCC.C(OCC)(=O)C>C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[S:8][CH2:7][CH2:6][C@@:5]2([C:13]([OH:15])=[O:14])[OH:12]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 8900HeptaneHCID 22731978HCID 22731978, compound

Product 1

HCID 69889187HCID 69889187, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The enantiomers of 6-chloro-4-hydroxythiochromane-4-yl-carboxylic acid (1.4 g, 5.7 mmol; from step (iii) above) were separated using chiral chromatography (Kromasil TBB; heptane: ethyl acetate: formic acid) yielding 0.500 g (71%) of the slower moving sub-title compound.

Workup

  1. customyielding 0.500 g (71%) of the

Sources & evidence

ORD record
ord-ba1b12e1521a4b62bd31f5649083ffd3
Source dataset
uspto-grants-2004_04
Patent number
US06716834B2

Reaction notes

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