Hydrochloric Acid → HCID 67155460, compound

HRID 389679Notes

Reaction equation

HRID 389679 reaction equation
C[O:2][C:3](=[O:32])[C@@H:4]([NH:15][S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([N:25]2[CH2:29][CH2:28][CH2:27][C:26]2=[O:30])[C:20]=1[CH3:31])(=[O:18])=[O:17])[CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([Cl:14])=[CH:12][CH:13]=1)=[O:8].[OH-].[Na+].Cl>C1COCC1.C(OCC)C>[Cl:14][C:11]1[S:10][C:9]([C:7]([NH:6][CH2:5][C@H:4]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N:25]3[CH2:29][CH2:28][CH2:27][C:26]3=[O:30])[C:20]=2[CH3:31])(=[O:18])=[O:17])[C:3]([OH:32])=[O:2])=[O:8])=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67155499HCID 67155499, compound

Product 1

HCID 67155460HCID 67155460, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

Intermediate 86 was dissolved in 20 ml THF and sodium hydroxide (1N water solution) (38.16 ml, 38.16 mmol) was added. After 2 h stirring at RT the reaction mixture was extracted with diethyl ether and 1 N HCl (38.16 ml, 38.16 mmol) was added to the aqueous layer. The aqueous layer was extracted with n-butanol. The organic layer was dried with Na2SO4, filtered and evaporated to dryness. 8.28 g of crude product were obtained and used without further purification in step 24.6.

Workup

  1. additionwas added to the aqueous layer
  2. extractionThe aqueous layer was extracted with n-butanol
  3. dry with materialThe organic layer was dried with Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-79c2cc6fb99f4100a757504b38714be8
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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