Phosphoric Acid → HCID 14154269, compound

HRID 621805Notes

Reaction equation

HRID 621805 reaction equation
[Br:1][C:2]1[C:3]([O:20][CH:21]([CH3:23])[CH3:22])=[C:4]([C:15]([O:17]CC)=[O:16])[N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]=1[Br:7].[OH-].[Na+].P(=O)(O)(O)O>CO>[Br:1][C:2]1[C:3]([O:20][CH:21]([CH3:23])[CH3:22])=[C:4]([C:15]([OH:17])=[O:16])[N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]=1[Br:7]

Participants

5

Reactant 3

HCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 14154270HCID 14154270, compound

Product 1

HCID 14154269HCID 14154269, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 4,5-dibromo-3-(1-methylethoxy)-1-(phenylmethyl)-1H-pyrrole-2-carboxylate (2.5 g, 0.006 moles) is dissolved in methanol (30 mL), and 2N NaOH (15 mL) is added. The mixture is heated under nitrogen to reflux. After 1 hour the mixture is stirred into ice water (350 mL) and acidified with phosphoric acid. The precipitate is filtered off, rinsed with cold dilute acid, ice water and dried to afford the pure product (2.2 g); mp 122° C. (dec).

Workup

  1. temperatureThe mixture is heated under nitrogen
  2. temperatureto reflux
  3. filtrationThe precipitate is filtered off
  4. washrinsed with cold dilute acid, ice water
  5. customdried

Sources & evidence

ORD record
ord-efa21b8e2c874e0ab0c1044465fcb301
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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