Hydrochloric Acid → HCID 69948831, compound

HRID 612413Notes

Reaction equation

HRID 612413 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-5e6b3bb38d4b498dbfa5f7ac47807452
Source dataset
uspto-grants-1999_12
Patent number
US06004961

Reaction notes

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