Hydrochloric Acid → HCID 66730282, compound

HRID 388653Notes

Reaction equation

HRID 388653 reaction equation
C[O:2][C:3]([CH:5]1[CH2:10][CH:9]([OH:11])[CH2:8][CH2:7][N:6]1[C:12](=[O:21])[N:13]([CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20])[CH3:14])=[O:4].[Li+].[OH-].Cl>O1CCCC1.O>[CH2:15]([N:13]([CH3:14])[C:12]([N:6]1[CH2:7][CH2:8][CH:9]([OH:11])[CH2:10][CH:5]1[C:3]([OH:4])=[O:2])=[O:21])[CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68497369HCID 68497369, compound

Product 1

HCID 66730282HCID 66730282, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of compound 32 (2.03 g, 1 eq.) and LiOH (0.815 g, 5 eq.) in a mixture of tetrahydrofuran (30 mL) and water (30 mL) was stirred at room temperature until completion by TLC. HCl (1N, 50 mL) was added and the mixture was extracted with ethyl acetate (3×50 mL). Dried organics were evaporated in vacuo to give compound 33 as a yellow gum in 100% yield. MS (ESI, EI+) m/z=285 (MH+).

Workup

  1. extractionthe mixture was extracted with ethyl acetate (3×50 mL)
  2. customDried organics were evaporated in vacuo

Sources & evidence

ORD record
ord-31439f9572bc43ad9ffdbbdcd03eb4a2
Source dataset
uspto-grants-2013_02
Patent number
US08377962B2

Reaction notes

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