Water → HCID 22125744, compound

HRID 1858038Notes

Reaction equation

HRID 1858038 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9]C)=[CH:7][C:6]([CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[C:5]([N+:17]([O-:19])=[O:18])[CH:4]=1.C1(S)C=CC=CC=1.[H-].[Na+].O>CN(C)C=O>[OH:9][C:8]1[C:3]([O:2][CH3:1])=[CH:4][C:5]([N+:17]([O-:19])=[O:18])=[C:6]([CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7969ThiophenolHCID 24758Sodium hydride2×HCID 22125762HCID 22125762, compound

Product 1

HCID 22125744HCID 22125744, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
145 °C

Procedure

To a solution of 4-(4,5-dimethoxy-2-nitrophenyl)butanoic acid (4.75 g) and thiophenol (2 g) in N,N-dimethylformamide (40 ml) was added NaH dispersion (1.1 g, 80% NaH in mineral oil). The mixture was stirred under nitrogen at 140-150° C. for three hours, poured into cold water and acidified. The solid was filtered, washed with water and dried under vacuum. Finally, the product was triturated with diethyl ether. Yield: 3.37 g.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with water
  3. customdried under vacuum
  4. customFinally, the product was triturated with diethyl ether

Sources & evidence

ORD record
ord-d3125f371c034feabb10ca2fefa2ee11
Source dataset
uspto-grants-2000_11
Patent number
US06150412

Reaction notes

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