Pyridine → HCID 13194899, compound

HRID 839811Notes

Reaction equation

N1C=CC=CC=1.[CH3:7][O:8][C:9]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[C:10]=1[C:16]([O:18][CH3:19])=[O:17].CCOCC>C(Cl)Cl>[CH3:7][O:8][C:9]1[CH2:13][CH2:12][CH:11]([CH:14]=[O:15])[C:10]=1[C:16]([O:18][CH3:19])=[O:17]

Participants

Conditions

Temperature: -15 °C

Procedure

25.5 g of chromic oxide were added in small fractions at 15° to 20° C to a solution of 41 ml of pyridine in 400ml of anhydrous methylene chloride and the mixture was stirred for 15 minutes. The mixture was cooled to -15° C and a solution of 4.3 g of the product of Step A in 10 ml of methylene chloride was added thereto. After 11/2 hours, 50 g of celite and 100 ml of ether were added thereto and the mixture was filtered. The filtrate was washed with ether and the filtrate was evaporated to dryness at 30° C to obtain methyl (5RS) 2-methoxy-5-formyl-1-cyclopentenecarboxylate.

Workup

filtrationthe mixture was filtered
washThe filtrate was washed with ether
customthe filtrate was evaporated to dryness at 30° C

Sources & evidence

ORD record: ord-3122bd6f3ca8425990b356c914867507
Source dataset: uspto-grants-1978_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04097494

Reaction notes

Loading…