Hydrochloric Acid → HCID 69948636, compound

HRID 1979044Notes

Reaction equation

HRID 1979044 reaction equation
[ClH:1].C([O:4][C:5]([CH:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH:15]=[C:16]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[CH2:20][CH2:19][C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]2=3)[CH2:9][CH2:8]1)=[O:6])C.C(O)C.[OH-].[Na+].Cl>O>[ClH:1].[CH:26]1[C:21]2[CH2:20][CH2:19][C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[C:16](=[CH:15][CH2:14][CH2:13][N:10]3[CH2:9][CH2:8][CH:7]([C:5]([OH:6])=[O:4])[CH2:12][CH2:11]3)[C:22]=2[CH:23]=[CH:24][CH:25]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 69946532HCID 69946532, compound

Product 1

HCID 69948636HCID 69948636, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of the above ester (0.105 g, 0.27 mmol), ethanol (15 ml) and 1 N sodium hydroxide (10 ml) was heated at reflux temperature for 3 h and then cooled to room temperature. Water (75 ml) was added, and the mixture was acidified with 5 N hydrochloric acid and extracted with dichloromethane (3×75 ml), dried (MgSO4) and evaporated in vacuo. The resulting foam was crystallised from acetone affording 0.080 g of the title compound as crystals.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 3 h
  3. extractionextracted with dichloromethane (3×75 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. customThe resulting foam was crystallised from acetone affording 0.080 g of the title compound as crystals

Sources & evidence

ORD record
ord-31658d8c1e75446886f688635d26b4e3
Source dataset
uspto-grants-2001_05
Patent number
US06239148B1

Reaction notes

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