Methyl 2-chloroacrylate → Methyl 3-hydroxy-1H-pyrrole-2-carboxylate

HRID 621799Notes

Reaction equation

HRID 621799 reaction equation
[NH2:1][CH2:2][C:3]([O:5][CH3:6])=[O:4].Cl[C:8](=[CH2:13])[C:9](OC)=[O:10].[Na]>>[OH:10][C:9]1[CH:8]=[CH:13][NH:1][C:2]=1[C:3]([O:5][CH3:6])=[O:4]

Participants

4

Reactant 3

HCID 6659Methyl 2-chloroacrylateHCID 69221Glycine methyl esterHCID 5360545Sodium

Product 1

HCID 54711834Methyl 3-hydroxy-1H-pyrrole-2-carboxylate

Procedure

Prepared by the method described in Example 101 from methyl glycinate (22 g, 0.25 moles), methyl α-chloroacrylate (29.8 g, 0.25 moles), and sodium (17 g, 0.74 moles). Following filtration through silica gel and evaporation of the filtrate, the product is obtained pure and crystalline (18.6 g ; mp 100°-102° C.

Workup

  1. customPrepared by the method
  2. filtrationfiltration
  3. customthrough silica gel and evaporation of the filtrate
  4. customthe product is obtained pure

Sources & evidence

ORD record
ord-9ef35350f43142fab7e8c6570f4c8ce5
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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