Hydrochloric Acid → HCID 67713774, compound

HRID 1451503Notes

Reaction equation

HRID 1451503 reaction equation
C([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH2:12][CH2:13][O:14][CH2:15]/[C:16](/[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:17]/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:7]1)=[O:5])C.[OH-].[Na+].[ClH:32]>C(O)C.ClCCl>[ClH:32].[C:24]1(/[C:16](=[CH:17]\[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)/[CH2:15][O:14][CH2:13][CH2:12][N:8]2[CH2:9][CH2:10][CH2:11][C@@H:6]([C:4]([OH:5])=[O:3])[CH2:7]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67713851HCID 67713851, compound

Product 1

HCID 67713774HCID 67713774, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

The above ester (1.45 g, 3.7 mmol) was dissolved in absolute ethanol (15 ml) and 4N sodium hydroxide (1.9 ml) was added. After stirring at ambient temperature for 4 h the mixture was diluted with dichloromethane (300 ml), cooled to 0° C. and 4N hydrochloric acid (4 ml) was added. The mixture was dried (Na2SO4) and the solvent evaporated in vacuo. The residue was re-evaporated with acetone, suspended in acetone (10 ml), the precipitate collected and dried in the air. This afforded 1.2 g of the title compound as a solid.

Workup

  1. temperaturecooled to 0° C.
  2. dry with materialThe mixture was dried (Na2SO4)
  3. customthe solvent evaporated in vacuo
  4. customThe residue was re-evaporated with acetone
  5. customthe precipitate collected
  6. customdried in the air

Sources & evidence

ORD record
ord-20544cdbee974cab97dee8cd80ec171b
Source dataset
uspto-grants-1997_02
Patent number
US05604242

Reaction notes

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