Hydrochloric Acid → HCID 54462680, compound

HRID 1900615Notes

Reaction equation

HRID 1900615 reaction equation
[OH-:1].[Li+].[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([O:14][CH:15]1[CH2:19][CH:18]([C:20]([O:22]C)=[O:21])[NH:17][C:16]1=[O:24])[CH:8]=[CH:7]2.Cl>O.O1CCCC1>[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([O:14][CH:15]([C:16]([OH:24])=[O:1])[CH2:19][C@@H:18]([C:20]([OH:22])=[O:21])[NH2:17])[CH:8]=[CH:7]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 22107128HCID 22107128, compound

Product 1

HCID 54462680HCID 54462680, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of lithium hydroxide (0.156 g) in water (2.0 ml) and tetrahydrofuran (6.6 ml) was treated with methyl 3-(6-bromo-2-naphthyloxy)-2-pyrrolidone-5-carboxylate (0.615 g), and heated to 60° C. After about 3.0 hours, the reaction mixture was allowed to cool to room temperature. The reaction mixture was treated with 5N HCl (1.30 ml). The insolubles were collected by filtration, washed with 1:1 THF:water (10 ml), THF (10 ml), and water (5 ml). The insolubles were dried overnight in at vacuum oven at 60° C. to afford the title compound.

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe insolubles were collected by filtration
  3. washwashed with 1:1 THF
  4. customThe insolubles were dried overnight in at vacuum oven at 60° C.

Sources & evidence

ORD record
ord-acd7b515ea744d7b84f101da68531667
Source dataset
uspto-grants-1996_11
Patent number
US05576323

Reaction notes

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