Methyl phenylacetate → HCID 131718257, compound

HRID 258377Notes

Reaction equation

HRID 258377 reaction equation
[OH-].[CH2:2]([N+:6]([CH2:15][CH2:16][CH2:17][CH3:18])([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][CH2:4][CH3:5].[CH3:19][O:20][C:21](=[O:29])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1(C)C=CC=CC=1>[CH3:19][O:20][C:21](=[O:29])[CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1.[CH2:15]([N+:6]([CH2:2][CH2:3][CH2:4][CH3:5])([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 7559Methyl phenylacetateHCID 2723671Tetrabutylammonium Hydroxide

Product 1

HCID 131718257HCID 131718257, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar apparatus as described in example 2, 7.7 mmoles of tetrabutylammonium hydroxide (20% solution in toluene/methanol) in 40 ml of dry toluene was taken and heated to +75° C. to +85° C. Methylphenylacetate (9.0 mmoles) was slowly added. Simultaneously an azeotrope of toluene-water was distilled out slowly over a period of 3 hours. After all toluene had distilled over, the flask was cooled to room temperature slowly. A solid product separated out, which was repeatedly washed with dry hexane. The initiator (tetra-n-butyl ammonium methylphenylacetate) thus formed was dried in vacuum and stored at room temperature under nitrogen or argon.

Workup

  1. temperatureheated to +75° C. to +85° C
  2. distillationSimultaneously an azeotrope of toluene-water was distilled out slowly over a period of 3 hours
  3. distillationAfter all toluene had distilled over, the flask
  4. customA solid product separated out
  5. washwhich was repeatedly washed with dry hexane

Sources & evidence

ORD record
ord-fdd9448f249e477f8a46fab5d3f7a11d
Source dataset
uspto-grants-1993_11
Patent number
US05266702

Reaction notes

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