Sodium Hydroxide → HCID 44292535, compound

HRID 1739560Notes

Reaction equation

HRID 1739560 reaction equation
[CH:1]([N:4]([CH:23]([CH3:25])[CH3:24])[C:5](=[O:22])[CH:6]([CH3:21])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([CH:19]=[O:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([CH3:3])[CH3:2].[OH-:26].[Na+]>O1CCCC1>[CH:23]([N:4]([CH:1]([CH3:2])[CH3:3])[C:5](=[O:22])[CH:6]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([OH:26])=[O:20])=[CH:17][CH:18]=2)=[CH:9][CH:8]=1)[CH3:21])([CH3:25])[CH3:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21841470HCID 21841470, compound

Product 1

HCID 44292535HCID 44292535, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

18.04 ml of IN sodium hydroxide and 3.14 g of Ag2O were added to a solution of 380 mg of the product of Stage A in 8 ml of tetrahydrofuran and the mixture was stirred for 24 hours at ambient temperature. After adding 6N hydrochloric acid, extraction was carried out with ethyl acetate to obtain 380 mg of the expected product which is recrystallized from isopropanol to obtain a Rf=0.11 (ethyl acetate/cyclohexane 1/1).

Workup

  1. additionAfter adding
  2. extraction6N hydrochloric acid, extraction

Sources & evidence

ORD record
ord-1e4acd3269e84922b7251262e15ffd18
Source dataset
uspto-grants-1999_10
Patent number
US05965763

Reaction notes

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