Ethanol → HCID 14299925, compound

HRID 467152Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][C@H:9]1[CH:10]=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:15]([O-])([O-])[O:16]C.[Cl-].[Ce+3].[Cl-].[Cl-].[CH2:24](O)C>>[CH3:24][O:11][CH:10]([O:16][CH3:15])[C@@H:9]1[CH2:12][CH2:13][CH2:14][N:8]1[C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7]

Participants

Reactant 4

HCID 702Ethanol

HCID 24636Cerium(III) chloride

HCID 2734674tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate

HCID 53629101Methylorthoformate

Product 1

HCID 14299925HCID 14299925, compound

Procedure

tert-Butoxycarbonyl-L-prolinal is acetalized with methyl orthoformate in a 0.4 M solution of cerium chloride in ethanol to give tert-butoxycarbonyl-L-prolinal dimethyl acetal as a colorless syrup.

Sources & evidence

ORD record: ord-6729746f35f945bda33a2b3bf82c39e2
Source dataset: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05158970

Reaction notes

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