Pyridine → HCID 15200561, compound

HRID 1588443Notes

Reaction equation

HRID 1588443 reaction equation
O=[Cr](=O)=O.C1C=CC=CN=1.C1C=CC=CN=1.N1C=CC=CC=1.[OH:23][CH:24]([C:45]([F:50])([F:49])[CH2:46][CH2:47][CH3:48])[CH2:25][CH2:26][CH2:27][C@H:28]1[C@H:32]([CH3:33])[CH2:31][C:30](=[O:34])[C@@H:29]1[CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][C:41]([O:43][CH3:44])=[O:42]>C(Cl)Cl>[F:49][C:45]([F:50])([CH2:46][CH2:47][CH3:48])[C:24](=[O:23])[CH2:25][CH2:26][CH2:27][C@H:28]1[C@H:32]([CH3:33])[CH2:31][C:30](=[O:34])[C@@H:29]1[CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][C:41]([O:43][CH3:44])=[O:42]

Participants

5

Reactant 3

HCID 1049PyridineHCID 88565Trioxobis(pyridine)chromiumHCID 131718000HCID 131718000, compound

Product 1

HCID 15200561HCID 15200561, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Celite (5 g) was added to Collins reagent prepared from chromic anhydride (1.2 g) and pyridine in methylene chloride (20 ml), followed by addition of a solution of the alcohol (31) (0.138 g) in methylene chloride (10 ml). The resultant mixture was stirred at room temperature for 30 minutes, followed by the usual work-up. The obtained crude product was subjected to silicagel column chromatography to give the titled compound (32).

Workup

  1. customThe obtained crude product

Sources & evidence

ORD record
ord-0d5c3181356e45e3ae150e3e14e01df7
Source dataset
uspto-grants-1993_06
Patent number
US05221799

Reaction notes

Loading…