Sodium Hydroxide → HCID 20536513, compound

HRID 1156123Notes

Reaction equation

HRID 1156123 reaction equation
[F:1][C:2]1[CH:16]=[C:15]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:14]=[CH:13][C:3]=1[C:4]([NH:6][CH2:7][C:8]([O:10]CC)=[O:9])=[O:5].[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:16]=[C:15]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:14]=[CH:13][C:3]=1[C:4]([NH:6][CH2:7][C:8]([OH:10])=[O:9])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20536503HCID 20536503, compound

Product 1

HCID 20536513HCID 20536513, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 26.4 g. of ethyl N-[2-fluoro-4-(hexadecylamino)benzoyl]glycinate, 110 ml. of 1 N sodium hydroxide solution; and 100 ml. of ethanol is stirred at ambient temperature for 2 hours and then partially evaporated. The aqueous solution is washed with diethyl ether, acidified with 6 N hydrochloric acid, and filtered. The white solid is dried in vacuo and recrystallized from acetone to yield N-[2-fluoro-4-(hexadecylamino)benzoyl]glycine.

Workup

  1. additionA mixture of 26.4 g
  2. custompartially evaporated
  3. washThe aqueous solution is washed with diethyl ether
  4. filtrationfiltered
  5. customThe white solid is dried in vacuo
  6. customrecrystallized from acetone

Sources & evidence

ORD record
ord-99c6d18c0a5d46c2ab8c47306d88be5e
Source dataset
uspto-grants-1982_06
Patent number
US04333940

Reaction notes

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