Ethanol → Ninhydrin
Reaction equation
C1N[C@@H](C(O)=O)CN([CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])C1.[CH3:16][CH2:17][OH:18].[CH2:19](O)[CH2:20][CH2:21]C.C(O)(=[O:26])C.O>>[CH:19]1[CH:10]=[C:11]2[C:12]([C:13]([OH:14])([OH:15])[C:17](=[O:18])[C:16]2=[CH:21][CH:20]=1)=[O:26]Participants
Procedure
The column is washed with 80 l of water, followed by passage of 240 l of 0-10% EtOH at SV=1.0 (80 l/hr.). The eluate is collected in 8 l fractions which are assayed by HPLC. The HPLC gives an elution curve corresponding to the first half of the attached drawing. It is clear that D-CPC and DA-CPC are eluted in two distinct patterns. A further amount of 10% EtOH may be passed to elute CPC but in order to save on the elution time and obtain a better-defined elution curve, the eluant is replaced with 20% EtOH and the eluate is collected in 8 l fractions. As assayed by HPLC, there is obtained an elution curve corresponding to the second half of the drawing. Each fraction is applied to a thin-layer chromatoplate of microcrystalline cellulose powder (Tokyo Kasei K.K. Japan) and the chromatogram is developed with n-butanol-acetic acid-water (3:1:1, V/V), and dried in air. The image formed by color-reaction with ninhydrin shows a spot each at Rf=0.15 for D-CPC, RF=0.28 for CPC and Rf=0.30 for DA-CPC.
Workup
- washThe column is washed with 80 l of water
- customThe eluate is collected in 8 l fractions which
- customThe HPLC gives an elution curve corresponding to the first half of the attached drawing
- washare eluted in two distinct patterns
- washto elute CPC
- customobtain a better-defined elution curve
- customthe eluate is collected in 8 l fractions
- customthere is obtained an elution curve corresponding to the second half of the drawing
- customdried in air
Sources & evidence
- ORD record
- ord-4573794d7611458084fec677ad581975
- Source dataset
- uspto-grants-1985_08
- Patent number
- US04535155
Reaction notes
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