Water → HCID 89816112, compound

HRID 919390Notes

Reaction equation

HRID 919390 reaction equation
[CH3:1][C:2]1[C:3]([C:13]2[CH:25]=[CH:24][C:16]([O:17][CH2:18][C:19]([O:21]CC)=[O:20])=[CH:15][CH:14]=2)=[N:4][O:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C1COCC1.O.[OH-].[Li+]>CO>[CH3:1][C:2]1[C:3]([C:13]2[CH:25]=[CH:24][C:16]([O:17][CH2:18][C:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)=[N:4][O:5][C:6]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 89813861HCID 89813861, compound

Product 1

HCID 89816112HCID 89816112, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the product of step 1 (1.4 gm, 4.15 mmoles) in a mixture of methanol (10 ml), THF (30 ml) and H2O (10 ml), lithium hydroxide (0.35 gm, 8.30 mmoles) was added and the reaction mixture was stirred at ambient temperature for 4 hours. The solvents were evaporated under reduced pressure. The residue was dissolved in water and acidified with 1N HCl. The solid separated which was filtered, washed with water & dried over P2O5 under vacuum to give 1.25 g of title product as pale brown solid.

Workup

  1. additionwas added
  2. customThe solvents were evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in water
  4. customThe solid separated which
  5. filtrationwas filtered
  6. washwashed with water
  7. dry with materialdried over P2O5 under vacuum

Sources & evidence

ORD record
ord-2f6ec3b899564574b4caf55a8bd119cd
Source dataset
uspto-grants-2016_03
Patent number
US09273041B2

Reaction notes

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