Isopropanol hexane → HCID 12395388, compound

HRID 1513516Notes

Reaction equation

HRID 1513516 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH3:7][CH:8]([OH:10])[CH3:9]>C(Cl)(Cl)Cl>[CH3:7][C@:8]1([C:3]2[CH:2]=[CH:1][C:4]3[C:5](=[CH:6][CH:1]=[CH:2][CH:3]=3)[CH:4]=2)[CH2:9][O:10]1

Participants

3

Reactant 1

HCID 21585144Isopropanol hexane

Product 1

HCID 12395388HCID 12395388, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

White solid, 85% yield, >99% ee (CHIRALCEL OJ-H, hexane/iPrOH 99.5:0.5); [α]D23 +3.3° (c=1.00, CHCl3); 1H NMR (CDCl3): δ7.85-7.80 (m, 4H), 7.51-7.43 (m, 3H), 3.06-3.04 (d, J=5.6 Hz, 1H), 2.90-2.88 ppm (d, J=5.6 Hz, 1H), 1.82 ppm (s, 3H).

Sources & evidence

ORD record
ord-92bad3722013440c9d917e8f432038cd
Source dataset
uspto-grants-2012_07
Patent number
US08217184B2

Reaction notes

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