Lithium Hydroxide → HCID 11756030, compound

HRID 1461153Notes

Reaction equation

HRID 1461153 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:36][CH2:37][CH3:38])=[C:5]([CH:28]=[CH:29][C:30]=1[C:31]1[N:32]=[CH:33][O:34][CH:35]=1)[O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:24]=[CH:23][C:14]2[CH2:15][CH2:16][CH:17]([C:19]([O:21]C)=[O:20])[O:18][C:13]=2[C:12]=1[CH2:25][CH2:26][CH3:27].[OH-].[Li+].Cl.C(OCC)(=O)C>CO.C1COCC1>[CH3:1][O:2][C:3]1[C:4]([CH2:36][CH2:37][CH3:38])=[C:5]([CH:28]=[CH:29][C:30]=1[C:31]1[N:32]=[CH:33][O:34][CH:35]=1)[O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:24]=[CH:23][C:14]2[CH2:15][CH2:16][CH:17]([C:19]([OH:21])=[O:20])[O:18][C:13]=2[C:12]=1[CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 3939Lithium Hydroxide2×HCID 10029751HCID 10029751, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 11756030HCID 11756030, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

The compound of Example 4 (25 mg, 47.7 μmol) along with 1.0 ml of 4:I methanol/THF, and 0.09 ml of 1 N lithium hydroxide were stirred at 0° C. for thirty minutes. An additional 0.09 ml of 1 N lithium hydroxide was added and the reaction mixture was stirred at room temperature for 45 minutes. The reaction mixture was poured into 0.5 N hydrochloric acid/ethyl acetate. The ethyl acetate layer was washed with brine, dried over sodium sulfate, and concentrated under Vacuum to give the product; melting point 136-139° C. High resolution mass spectrum m/e 510.2471 (calculated for C29H36NO7 (M+H), 510.2492).

Workup

  1. washThe ethyl acetate layer was washed with brine
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under Vacuum
  4. customto give the product

Sources & evidence

ORD record
ord-0f71a84432da4d51969ea64f7ec17a8d
Source dataset
uspto-grants-1991_12
Patent number
US05073562

Reaction notes

Loading…