Hydrochloric Acid → HCID 58992665, compound

HRID 602212Notes

Reaction equation

HRID 602212 reaction equation
Cl([O-])=O.[Na+].P([O-])(O)(O)=[O:6].[Na+].[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[O:20][CH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][N:24]([C:28]2[CH:35]=[CH:34][CH:33]=[CH:32][C:29]=2[CH:30]=[O:31])[CH2:23]1.CC(=CC)C.Cl>C(O)(C)(C)C>[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[O:20][CH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][N:24]([C:28]2[CH:35]=[CH:34][CH:33]=[CH:32][C:29]=2[C:30]([OH:6])=[O:31])[CH2:23]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 58992696HCID 58992696, compound

Product 1

HCID 58992665HCID 58992665, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

An aqueous solution (1 mL) of sodium chlorite (7.46 mg, 0.0660 mmol) and sodium dihydrogen phosphate (6.89 mg, 0.0574 mmol) was added to a solution of 2-[3-[(benzothiazol-2-yl)oxymethyl]piperidin-1-yl]benzaldehyde (10.1 mg, 0.0287 mmol) and 2-methyl-2-butene (0.00912 mL, 0.0861 mmol) in tert-butanol (3 mL). The mixture was stirred at room temperature for 5 hours. Subsequently, 2 mol/L hydrochloric acid was added to make the mixture acidic. The mixture was then extracted with ethyl acetate and washed with brine. The washed product was dried over magnesium sulfate and the solvent was evaporated. The resulting residue was air-dried to give 7.50 mg (71%) of the desired compound as a colorless powder.

Workup

  1. extractionThe mixture was then extracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialThe washed product was dried over magnesium sulfate
  4. customthe solvent was evaporated
  5. customThe resulting residue was air-dried

Sources & evidence

ORD record
ord-6b5ef1850f6040cab068a4e9dddd99e0
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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