Sodium Hydroxide → HCID 140376916, compound

HRID 1899774Notes

Reaction equation

HRID 1899774 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]([C:14]1[CH:29]=[CH:28][C:17]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])=[CH:16][CH:15]=1)=[NH:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>Cl.C(O)(=O)C>[CH2:1]([O:8][C:9]([NH:11][C:12]([C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:28][CH:29]=1)=[NH:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 140376928HCID 140376928, compound

Product 1

HCID 140376916HCID 140376916, compoundYield 91.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of ethyl 5-[4-(N-benzyloxycarbonylamidino)phenoxy]valerate (17.4 g) in 10% hydrochloric acid (150 ml) and acetic acid (100 ml) was stirred at 50° C. for 1.5 hours. After cooled to room temperature, the reaction mixture was adjusted to pH≈4.0 with 4N sodium hydroxide solution. The resulting precipitate was collected by filtration to give 5-[4-(N-benzyloxycarbonylamidino)phenoxy]valeric acid (14.87 g).

Workup

  1. temperatureAfter cooled to room temperature
  2. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-6538ccc723cb40f58d473c64ce67fef2
Source dataset
uspto-grants-1996_11
Patent number
US05574016

Reaction notes

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