Sodium Hydroxide → HCID 23709050, compound

HRID 2412600Notes

Reaction equation

HRID 2412600 reaction equation
[CH2:1]([CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][C:20]([C:25]([OH:27])=[O:26])=[CH:21][CH:22]=2)[NH:17]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[OH-].[Na+:29]>C(O)C>[CH2:1]([CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][C:20]([C:25]([O-:27])=[O:26])=[CH:21][CH:22]=2)[NH:17]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[Na+:29]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12799964HCID 12799964, compound

Product 1

HCID 23709050HCID 23709050, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(RS)-2-(n-pentadecyl)indoline-6-carboxylic acid (10.0 g) in hot ethanol (250 ml) was treated with an aqueous sodium hydroxide solution (20 ml, of strength 10% w/v). The mixture was left to cool and a solid precipitated and was collected. The solid was washed with a little water and then acetone and was recrystallised from a mixture of ethanol and water (95:5) to give sodium (RS)-2-(n-pentadecyl)indoline-6-carboxylate (4.9 g), in the form of colourless crystals, m.p. greater than 320° C. (with decomposition).

Workup

  1. waitThe mixture was left
  2. temperatureto cool
  3. customa solid precipitated
  4. customwas collected
  5. washThe solid was washed with a little water
  6. customacetone and was recrystallised from a mixture of ethanol and water (95:5)

Sources & evidence

ORD record
ord-4b36f123aad64fd1bf7a035f9f90848f
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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