Water → HCID 57423686, compound

HRID 1725169Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:23])[CH2:4][N:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:8][CH:7]=[C:6]1[C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=1.[CH2:24](Br)[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:23])[CH2:4][N:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:8][CH:7]=[C:6]1[C:16]1[CH:17]=[CH:18][C:19]([O:22][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:20][CH:21]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A solution [2-(4-Hydroxy-phenyl)-5-phenyl-pyrrol-1-yl]-acetic acid methyl ester (0.1 mmol) in DMF (1 mL) is added phenethyl bromide (0.2 mmol) followed by K2CO3 (80 mg, 578 μmol). The mixture is heated without agitation overnight at 60° C. and monitored by TLC. The mixtures are cooled, water (2 mL) and CH2Cl2 (2 mL) are added, vortexed, centrifuged and the organics separated. The process is repeated with solely CH2Cl2 (1 mL). The organics are combined and concentrated in vacuo.

Workup

temperatureThe mixtures are cooled
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-3d25a4b347684ffa973dd267e3f32033
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07488832B2

Reaction notes

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