Hydrochloric Acid → HCID 3007744, compound

HRID 1197864Notes

Reaction equation

HRID 1197864 reaction equation
C([O:3][C:4]([C:6]1[CH:26]=[CH:25][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([C:17]2[CH:18]=[C:19]([CH:23]=[O:24])[N:20]([CH3:22])[CH:21]=2)=[O:16])=[CH:8][CH:7]=1)=[O:5])C.[OH-].[K+].Cl.[Si](=O)=O.C(OCC)(=O)C>O.C1(C)C=CC=CC=1.C(O)(=O)C.C(O)C>[C:4]([C:6]1[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([C:17]2[CH:18]=[C:19]([CH:23]=[O:24])[N:20]([CH3:22])[CH:21]=2)=[O:16])=[CH:25][CH:26]=1)([OH:5])=[O:3]

Participants

9

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 3007743HCID 3007743, compoundHCID 131718306HCID 131718306, compound

Product 1

HCID 3007744HCID 3007744, compound

Reagents, catalysts & solvents 4

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

A mixture consisting of 17 (3.56 g, 0.01 mol), 2N potassium hydroxide and ethanol (95%; 35 ml) was stirred for 5 hrs. at 70° C. The resulting solution was diluted with water (70 ml), acidified with 12N hydrochloric acid, and extracted with ethyl acetate (3×20 ml). The collected organic extracts were washed with a saturated solution of sodium chloride to neutralization, dried on anhydrous sodium sulphate, and deprived of the solvent. A yellowish solid consisting of compound 18 was obtained (2.26 g; 69%). The product was found to be pure by thin-layer analysis (silicon dioxide-ethyl acetate:acetic acid 50:1). M.p. 181°-183° C. (via toluene). Anal. (C18H19NO5).

Workup

  1. customat 70° C
  2. extractionextracted with ethyl acetate (3×20 ml)
  3. washThe collected organic extracts were washed with a saturated solution of sodium chloride to neutralization
  4. dry with materialdried on anhydrous sodium sulphate
  5. customwas obtained (2.26 g; 69%)

Sources & evidence

ORD record
ord-730e4115720d4a97ba6a594dcc2c65e0
Source dataset
uspto-grants-1994_01
Patent number
US05278184

Reaction notes

Loading…