Phenolphthalein → HCID 20071851, compound

HRID 981320Notes

Reaction equation

HRID 981320 reaction equation
[OH-].[CH2:2]([N+:9]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C1C=[C:35]2[C:37]([O:39]C(C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)[C:34]2=CC=1)=[O:38].C(O)(=O)C=C>CO>[C:37]([O-:39])(=[O:38])[CH:35]=[CH2:34].[CH2:24]([N+:9]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 4764PhenolphthaleinHCID 6581Acrylic AcidHCID 12986410HCID 12986410, compound

Product 1

HCID 20071851HCID 20071851, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The AgOH is resuspended in 400 ml of methanol. Purified tetraalkylammonium iodide (0.1 moles or 53.77 g) (Aldrich Chemical Co., Milwaukee, Wis.) is dissolved separately in 100 ml. of methanol and is added to the AgOH suspension. Almost immediately, the AgOH develops a greenish cast. The mixture is stirred for an hour and then filtered through a sintered-glass funnel. The filtrate now contains 0.1 moles of tetraheptylammonium hydroxide. A small amount of phenophthalein is added, turning the solution red indicating that the solution is basic. Acrylic acid is added until the red color disappears. The methanol is removed by evaporation in a rotary flash evaporator leaving tetraheptylammonium acrylate. The resulting tetraheptylammonium acrylate was found to be electrically conductive.

Workup

  1. filtrationfiltered through a sintered-glass funnel
  2. customThe methanol is removed by evaporation in a rotary flash evaporator

Sources & evidence

ORD record
ord-caeb29eac80e404bb32c5decb363f864
Source dataset
uspto-grants-1991_02
Patent number
US04990581

Reaction notes

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