Lithium hydroxide, monohydrate → HCID 21460769, compound

HRID 2396354Notes

Reaction equation

HRID 2396354 reaction equation
C(CC[O:12][C:13]([CH2:15][NH:16][C:17]1[C:25]2[C:20](=[CH:21][C:22]([Cl:27])=[CH:23][C:24]=2[Cl:26])[NH:19][C:18]=1[C:28]([O:30]CC)=[O:29])=[O:14])C(C1C=CC=CC=1)=O.[OH2:33].[OH-].[Li+]>O1CCCC1.O>[CH2:18]([N:16]([CH2:15][C:13]([OH:12])=[O:14])[C:17]1[C:25]2[C:20](=[CH:21][C:22]([Cl:27])=[CH:23][C:24]=2[Cl:26])[NH:19][C:18]=1[C:28]([OH:30])=[O:29])[C:17]([C:25]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:33]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67617792HCID 67617792, compound

Product 1

HCID 21460769HCID 21460769, compoundYield 113.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 3-[(phenacyl)carbethoxymethyl-amino]-2-carbethoxy-4,6-dichloroindole (0.29g, 0.626 mmol) in tetrahydrofuran (27 mL) and water (13 mL). Add lithium hydroxide monohydrate (0.158 g, 3.76 mmol) and stir overnight. Pour into 1N hydrchloric acid (100 mL) and extract into ethyl acetate. Dry (MgSO4) and evaporate the solvent in vacuo. Recrystallize (ethyl acetate/hexane) to give the title compound (0.15 g, 59%); mp 235°-7° C.

Workup

  1. extractionextract into ethyl acetate
  2. dry with materialDry (MgSO4)
  3. customevaporate the solvent in vacuo
  4. customRecrystallize (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-d4e9802d78784cd2a22da40f4734d47a
Source dataset
uspto-grants-1996_02
Patent number
US05491153

Reaction notes

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