Ethanol → HCID 67063607, compound

HRID 601139Notes

Reaction equation

HRID 601139 reaction equation
[CH2:1]([CH:3]([CH2:18][CH3:19])[CH2:4][NH:5][C:6]1[C:11]([C:12]([O:14]C)=[O:13])=[CH:10][N:9]=[C:8]([S:16][CH3:17])[N:7]=1)[CH3:2].C(O)C.[OH-].[Na+]>O>[CH2:18]([CH:3]([CH2:1][CH3:2])[CH2:4][NH:5][C:6]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=[C:8]([S:16][CH3:17])[N:7]=1)[CH3:19]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 67063346HCID 67063346, compound

Product 1

HCID 67063607HCID 67063607, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product of Example 108A (0.50 g, 1.68 mmol)) in water and ethanol (1:2) was reacted with sodium hydroxide (0.22 g, 5.50 mmol) at ambient temperature for 3 hours. The reaction was concentrated under vacuum to remove the ethanol and neutralized with aqueous hydrochloric acid (1 M). The resulting precipitate was collected by filtration and dried to yield the title compound (0.41 g, 91%). MS (DCI/NH3) m/z 270 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 0.88 (t, J=7.54 Hz, 6H), 1.31 (dt, J=14.25, 7.03 Hz, 4H), 1.53 (m, 1H), 2.47 (s, 3H), 3.46 (t, J=6.07 Hz, 2H), 8.50 (s, 1H), 13.22 (s, 1H).

Workup

  1. concentrationThe reaction was concentrated under vacuum
  2. customto remove the ethanol
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-7942bc018af74ea4b8aec6962e5d5819
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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