Pyrrolidine → HCID 15613917, compound

HRID 2351519Notes

Reaction equation

HRID 2351519 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([C:9]([CH3:11])=[O:10])=[C:4]([CH3:12])[CH:3]=1.[N+:13]([C:16]1[CH:26]=[CH:25][C:19]([O:20][CH2:21][C:22](=O)[CH3:23])=[CH:18][CH:17]=1)([O-:15])=[O:14].N1CCCC1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:23][C:22]1([CH2:21][O:20][C:19]2[CH:25]=[CH:26][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=2)[CH2:11][C:9](=[O:10])[C:5]2[C:6](=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=2[CH3:12])[O:8]1

Participants

6

Reactant 4

HCID 31268PyrrolidineHCID 852872'-Hydroxy-4',6'-dimethylacetophenoneHCID 3085071-(4-Nitrophenoxy)propan-2-oneHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 15613917HCID 15613917, compoundYield 30.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A procedure similar to that described in Preparation 1 was repeated, except that 10 g of 2-hydroxy-4,6-dimethylacetophenone, 12 g of 4-nitrophenoxyacetone, 6 ml of pyrrolidine, 3 g of p-toluenesulfonic acid monohydrate and 200 ml of benzene were reacted, to afford 6.36 g of the title compound, colored a pale yellow and melting at 86°-88.5° C.

Workup

  1. customA procedure similar to that described in Preparation 1
  2. customwere reacted

Sources & evidence

ORD record
ord-286c41e9a45844faa3b10dece0e02067
Source dataset
uspto-grants-1989_10
Patent number
US04873255

Reaction notes

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