Hydrochloric Acid → HCID 14989449, compound

HRID 729007Notes

Reaction equation

HRID 729007 reaction equation
[CH3:1][N:2]([CH3:40])/[CH:3]=[CH:4]\[C:5]([C:7]1[CH:34]=[CH:33][C:10]([O:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:29]=[CH:28][C:19]3[CH2:20][CH2:21][CH:22]([C:24]([O:26]C)=[O:25])[O:23][C:18]=3[C:17]=2[CH2:30][CH2:31][CH3:32])=[C:9]([CH2:35][CH2:36][CH3:37])[C:8]=1[O:38][CH3:39])=[O:6].[Li+].[OH-].Cl>C(OCC)(=O)C>[CH3:40][N:2]([CH3:1])/[CH:3]=[CH:4]\[C:5]([C:7]1[CH:34]=[CH:33][C:10]([O:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:29]=[CH:28][C:19]3[CH2:20][CH2:21][CH:22]([C:24]([OH:26])=[O:25])[O:23][C:18]=3[C:17]=2[CH2:30][CH2:31][CH3:32])=[C:9]([CH2:35][CH2:36][CH3:37])[C:8]=1[O:38][CH3:39])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 14989446HCID 14989446, compound

Product 1

HCID 14989449HCID 14989449, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The compound of Example 2 (0.11 g, 0.199 mmol) was mixed with 3.0 ml of 4:1methanol/THF and 0.3 ml of 1M LiOH and allowed to react at 0° C. for15 minutes then at room temperature for 2.5 hours. The reaction mixture waspoured into ethyl acetate and 0.5N hydrochloric acid, and the ethyl acetatelayer was washed with brine, dried over sodium sulfate, and concentrated togive the product.

Workup

  1. customto react at 0° C. for15 minutes
  2. washthe ethyl acetatelayer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated togive the product

Sources & evidence

ORD record
ord-5bba596ef1744d32a64e0e54e8fd582e
Source dataset
uspto-grants-1991_09
Patent number
US05051438

Reaction notes

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