Sodium Hydroxide → HCID 20331143, compound

HRID 2057669Notes

Reaction equation

HRID 2057669 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]2[CH:36]=[CH:35][C:25]([C:26]([NH:28][CH2:29][C:30]([O:32]CC)=[O:31])=[O:27])=[CH:24][CH:23]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]2[CH:36]=[CH:35][C:25]([C:26]([NH:28][CH2:29][C:30]([OH:32])=[O:31])=[O:27])=[CH:24][CH:23]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20330971HCID 20330971, compound

Product 1

HCID 20331143HCID 20331143, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 26.4 g. of ethyl N-{4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoyl}glycinate, 110 ml. of 1N 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 6N hydrochloric acid, and filtered. The white solid is dried in vacuo and recrystallized from acetone to yield N-{4-[13-(4-chlorophenyl)tridec-12-ynylamino]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-df64499e16964abba0f7bfcdfcbf1731
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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