Methyl 2-(4-hydroxyphenyl)propanoate → HCID 70372524, compound

HRID 1164775Notes

Reaction equation

HRID 1164775 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1>C[C@@H](CC)CO>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:13])[C:9]([O:11][CH2:12][C@@H:2]([CH3:7])[CH2:3][CH3:4])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 12549710Methyl 2-(4-hydroxyphenyl)propanoate

Product 1

HCID 70372524HCID 70372524, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 2723602(S)-2-methyl-1-butanolSolvent

Procedure

A mixture of MHPP (2.0 g, 12 mmole) and tetra-(n-butyl)titanate (2 drops) in (S)-2-methylbutanol (5 ml) was stirred at reflux for 16 hours after which excess alcohol was allowed to distill, out and the residual product recovered by distillation (yield 90%; bp 155°-60° C.; SOR: +5.4°,c=3). The results of IR, 1H-NMR and mass spectroscopy and elemental analysis were consistent with the assigned structure.

Workup

  1. distillationto distill
  2. distillationout and the residual product recovered by distillation (yield 90%; bp 155°-60° C.; SOR: +5.4°,c=3)
  3. customThe results of IR, 1H-NMR and mass spectroscopy and elemental analysis

Sources & evidence

ORD record
ord-de47ad0ac69d43649e47322c6061e7d5
Source dataset
uspto-grants-1990_03
Patent number
US04906402

Reaction notes

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