Phenol → alpha-Hydroxy-beta-Phenoxy-N-(1-Methylethyl)-3-Methoxybenzenepropanamide

HRID 435503Notes

Reaction equation

HRID 435503 reaction equation
[CH3:1][CH:2]([NH:4][C:5]([CH:7]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[O:8]1)=[O:6])[CH3:3].[C:18]1(O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[H-].[Na+].C1OCCOCCOCCOCCOCC[O:29]C1>C(#N)C>[OH:29][CH:7]([CH:9]([O:8][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)[C:5]([NH:4][CH:2]([CH3:1])[CH3:3])=[O:6]

Participants

6

Reactant 4

HCID 996PhenolHCID 24758Sodium hydrideHCID 2855718-Crown-6HCID 20490547N-(1-methylethyl)-3-(3-methoxyphenyl)-2-oxiranecarboxamide

Product 1

HCID 20490544alpha-Hydroxy-beta-Phenoxy-N-(1-Methylethyl)-3-Methoxybenzenepropanamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

This compound was prepared from N-(1-methylethyl)-3-(3-methoxyphenyl)-2-oxiranecarboxamide (14.3 g.), phenol (6.0 g.), sodium hydride (50% oil dispersion, 3.2 g.), 18-crown-6 (1.8 g.), and acetonitrile (500 ml.) as described in Example 12. The compound obtained as an oil was used directly in the subsequent reaction.

Workup

  1. customThe compound obtained as an oil
  2. customwas used directly in the subsequent reaction

Sources & evidence

ORD record
ord-053804c6c1b24c3b86e130683acf40aa
Source dataset
uspto-grants-1983_08
Patent number
US04401832

Reaction notes

Loading…