Hydrochloric Acid → HCID 53837397, compound

HRID 1900618Notes

Reaction equation

HRID 1900618 reaction equation
[OH-:1].[Li+].[CH:3]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[O:8][C:7]=2[CH:6]=[CH:5][C:4]=1[O:16][CH:17]1[CH2:21][CH:20]([C:22]([O:24]C)=[O:23])[NH:19][C:18]1=[O:26].Cl>O.O1CCCC1>[CH:3]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[O:8][C:7]=2[CH:6]=[CH:5][C:4]=1[O:16][CH:17]([C:18]([OH:1])=[O:26])[CH2:21][C@@H:20]([C:22]([OH:24])=[O:23])[NH2:19]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 22107146HCID 22107146, compound

Product 1

HCID 53837397HCID 53837397, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
61 °C

Procedure

A mixture of lithium hydroxide (0.0943 g) in water (1.4 ml) and tetrahydrofuran (4.3 ml) was treated with methyl 3-(2-dibenzofuranoxy)-2-pyrrolidone-5-carboxylate (0.427 g), and heated to 61° C. After about 2.4 hours, the reaction mixture was allowed to cool to room temperature. The reaction mixture was treated with 5N HCl (787 ml). The reaction mixture was then treated with water (3 ml). The insolubles were collected by filtration , washed with 1:1 tetrahydrofuran:water (2 ml), tetrahydrofuran (5 ml). The insolubles were dried overnight in at vacuum oven at 70° 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 tetrahydrofuran
  4. customThe insolubles were dried overnight in at vacuum oven at 70° C.

Sources & evidence

ORD record
ord-8ab3e37555634efa8b9900d881c696d3
Source dataset
uspto-grants-1996_11
Patent number
US05576323

Reaction notes

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