Hydrochloric Acid → HCID 20464746, compound

HRID 325418Notes

Reaction equation

HRID 325418 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][CH2:6][C:7]1[CH:8]=[C:9]([C:16](=[O:20])[C:17]([OH:19])=[O:18])[N:10]([CH3:15])[C:11]=1[C:12]([OH:14])=[O:13].Cl.[CH2:25](O)[CH3:26]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][CH2:6][C:7]1[CH:8]=[C:9]([C:16](=[O:20])[C:17]([O:19][CH2:25][CH3:26])=[O:18])[N:10]([CH3:15])[C:11]=1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 20464764HCID 20464764, compound

Product 1

HCID 20464746HCID 20464746, compoundYield 42%

Procedure

4-(m-Chlorophenoxy)methyl-5-hydroxycarbonyl-1-methyl-α-oxopyrrole-2-acetic acid (5.5 g, 16,3 mmol) is suspended in absolute ethanol (40 ml) and concentrated HCl (1.0 ml) is added. The mixture is heated to reflux for 35 minutes, then cooled and the product crystallizes. The solid is filtered and dried to give 2.51 g (42%) of pure ethyl 4-(m-chlorophenoxy)methyl-5-hydroxycarbonyl-1-methyl-α-oxopyrrole-2-acetate.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 35 minutes
  3. temperaturecooled
  4. customthe product crystallizes
  5. filtrationThe solid is filtered
  6. customdried

Sources & evidence

ORD record
ord-f00bb42549b047d38af93c4698243555
Source dataset
uspto-grants-1984_04
Patent number
US04440779

Reaction notes

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