Lithium hydroxide, monohydrate → HCID 67205379, compound

HRID 2359989Notes

Reaction equation

HRID 2359989 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)[C:11]([CH2:20][C:21]([O:23]CC)=[O:22])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.O[Li].O>C1COCC1.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)[C:11]([CH2:20][C:21]([OH:23])=[O:22])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67207013HCID 67207013, compound

Product 1

HCID 67205379HCID 67205379, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of ethyl 2-(5-(4-bromophenyl)-1-(4-hydroxyphenyl)-1H-pyrrol-2-yl)acetate (2.0 g, 5.013 mmol) in THF/H2O (v/v=1/1, 20 mL) was added LiOH H2O (632 mg, 15.038 mmol). The solution was stirred at room temperature for 3 h. THF was evaporated in vacuo and the resultant aqueous solution was acidified with 10% HCl to pH=3.0. The resultant precipitate was isolated by filtration, rinsed with water (50 mL) and dried in vacuo to afford 4C, R2=4-bromophenyl (1.380 g, yield 74%) as a brown powder.

Workup

  1. customTHF was evaporated in vacuo

Sources & evidence

ORD record
ord-0690f88b31bc44b18066ef236e894506
Source dataset
uspto-grants-2014_04
Patent number
US08686015B2

Reaction notes

Loading…