Hydrochloric Acid → HCID 15463353, compound

HRID 1636880Notes

Reaction equation

HRID 1636880 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[S:15][C:14]([NH:16]C(C(F)(F)F)=O)=[C:13]([C:23]([OH:25])=[O:24])[C:12]=1[CH3:26])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+].[Na+].Cl>C1COCC1.CCOCC>[CH2:1]([O:8][C:9]([C:11]1[S:15][C:14]([NH2:16])=[C:13]([C:23]([OH:25])=[O:24])[C:12]=1[CH3:26])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 15463352HCID 15463352, compound

Product 1

HCID 15463353HCID 15463353, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound prepared in Example 6 was dissolved in THF (1 ml) and Et2O (1 ml). 10% Na2CO3 (2 ml) was added and the reaction was stirred vigorously. After 24 h, the reaction was acidified with 1M HCl and extracted with CHC13 (2×). The combined organic layers were dried over MgSO4, filtered and concentrated to yield 40 mg of a white solid (96%). 1H-NMR (CDCl3) 2.83 (s, 3H), 5.34 (s, 2H), 7.40 (m, 5H); 13C-NMR. (d6-DMSO) 15.7 (CH3), 65.1 (CH2), 105.3 (C), 107.0 (C), 127.7 (CH), 128.0 (CH), 128.6 (CH), 136.6 (C), 148.7 (C), 161.9 (C), 166.7 (C), 167.2 (C);

Workup

  1. extractionextracted with CHC13 (2×)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-8f8e464678b446028f4dfa215d94b87c
Source dataset
uspto-grants-2000_03
Patent number
US06037340

Reaction notes

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