Lithium Hydroxide → HCID 68610189, compound

HRID 642838Notes

Reaction equation

HRID 642838 reaction equation
[Li+].[OH-:2].[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][CH:21](C(OC)=O)[C:22]3[CH:31]=[C:30]([CH3:32])[C:25]4[O:26][CH2:27][CH2:28][O:29][C:24]=4[CH:23]=3)=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:37]=[CH:38][CH:39]=[CH:40][C:6]=2[NH:5]1.C1[CH2:45][O:44]CC1>O>[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C@@H:20]([C:45]([OH:44])=[O:2])[CH2:21][C:22]3[CH:31]=[C:30]([CH3:32])[C:25]4[O:26][CH2:27][CH2:28][O:29][C:24]=4[CH:23]=3)=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:37]=[CH:38][CH:39]=[CH:40][C:6]=2[NH:5]1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86601629HCID 86601629, compound

Product 1

HCID 68610189HCID 68610189, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

151 mg (6.3 mmol) LiOH in 50 mL water were metered into a solution of 2.2 g (4.2 mmol) (R)-1-(methoxycarbonyl-2-(8-methyl-2,3-dihydro-1,4-benzodioxin-6-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate in 50 mL THF and the reaction mixture was stirred for 2 h at RT. After the end of the reaction the mixture was evaporated to dryness i.vac. The residue was combined with 100 mL water and 100 mL EtOAc, the aqueous phase was separated off, acidified with 2 M HCl, extracted with 200 mL EtOAc and the organic phase was dried. After the desiccant and solvent had been eliminated the residue was evaporated to dryness i.vac. and reacted further without purification.

Workup

  1. customAfter the end of the reaction the mixture
  2. customwas evaporated to dryness i.vac
  3. customthe aqueous phase was separated off
  4. extractionextracted with 200 mL EtOAc
  5. customthe organic phase was dried
  6. customwas evaporated to dryness i.vac
  7. customand reacted further without purification

Sources & evidence

ORD record
ord-c453f9ec9cd44809bbedcd1074ccfac3
Source dataset
uspto-grants-2010_04
Patent number
US07696195B2

Reaction notes

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