Hydrochloric Acid → HCID 69948831, compound

HRID 367257Notes

Reaction equation

HRID 367257 reaction equation
C([O:3][C:4]([C:6]1[C:7]([N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH:20]=[C:21]3[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[CH2:25][CH2:24][C:23]4[CH:32]=[CH:33][CH:34]=[CH:35][C:22]3=4)[CH2:14][CH2:13]2)=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5])C.[OH-].[Na+].[Cl:38]CCl.Cl>C(O)C>[ClH:38].[CH:32]1[C:23]2[CH2:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:21](=[CH:20][CH2:19][CH2:18][N:15]3[CH2:14][CH2:13][N:12]([C:7]4[C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=[CH:9][N:8]=4)[CH2:17][CH2:16]3)[C:22]=2[CH:35]=[CH:34][CH:33]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 50852345HCID 50852345, compound

Product 1

HCID 69948831HCID 69948831, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the above ester (2.1 g, 4.5 mmol) and 20% sodium hydroxide (3.0 ml) in ethanol (21 ml) was stirred at room temperature for 16 h. The solution was poured into dichloromethane (250 ml) and acidified with 2 N hydrochloric acid. The organic phase was washed with water (10 ml), dried (MgSO4) and the solvent evaporated in vacuo. The foamy residue was stripped with acetone and crystallized from acetone, affording 1.5 g (70%) of the title compound.

Workup

  1. washThe organic phase was washed with water (10 ml)
  2. dry with materialdried (MgSO4)
  3. customthe solvent evaporated in vacuo
  4. customcrystallized from acetone

Sources & evidence

ORD record
ord-4b494ae9a7d54f4fab5b93245d90f774
Source dataset
uspto-grants-2000_10
Patent number
US06133268

Reaction notes

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