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Hydrochloric Acid → HCID 19914035, compound

HRID 1090852
Notes
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Reaction equation

HRID 1090852 reaction equation
Cl.[Na].[C:3]([C:11]1[N:12]([CH2:16][CH2:17][CH:18]2[C:23](=[O:24])[O:22][C:21](C)(C)[O:20][C:19]2=[O:27])[CH:13]=[CH:14][CH:15]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:28]O>>[C:3]([C:11]1[N:12]([CH2:16][CH2:17][CH:18]([C:23]([O:22][CH3:21])=[O:24])[C:19]([O:20][CH3:28])=[O:27])[CH:13]=[CH:14][CH:15]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 5360545SodiumHCID 109147952-Benzoyl-1-[2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]pyrrole

Product 1

HCID 19914035HCID 19914035, compoundYield 42%

Procedure

To a 0° C. solution of methanol (10 mL) which had been saturated with gaseous hydrogen chloride was added a solution of the sodium salt of 2-benzoyl-1-[2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]pyrrole (1.41 g, 3.9 mmol) in methanol (10 mL). The mixture was stirred for sixteen hours at room temperature and was then concentrated under reduced pressure. The residue was purified by chromato-graphy on silica eluting with hexane/ethyl acetate (70:30) to yield 530 mg (42%) of 2-benzoyl-1-[3,3-di(methoxycarbonyl)propyl]pyrrole.

Workup

  1. customTo a 0° C.
  2. concentrationwas then concentrated under reduced pressure
  3. customThe residue was purified by chromato-graphy on silica eluting with hexane/ethyl acetate (70:30)

Sources & evidence

ORD record
ord-f476820b9bdb4d0792e37a72700cbea6
Source dataset
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05082951

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes