Hydrochloric Acid → HCID 69948831, compound

HRID 1416926Notes

Reaction equation

HRID 1416926 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-d1ea15c2f3a34450aab1c3bbf0e660cf
Source dataset
uspto-grants-1999_06
Patent number
US05916889

Reaction notes

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