Water → HCID 22157077, compound

HRID 1073852Notes

Reaction equation

HRID 1073852 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:6]=1[O:12][CH3:13].[C:14]1(=[O:24])[NH:18][C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[F:11][C:9]1[CH:8]=[CH:7][C:6]([O:12][CH3:13])=[C:5]([CH:10]=1)[O:4][CH2:3][CH2:2][N:18]1[C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]2[C:14]1=[O:24]

Participants

6

Reactant 4

HCID 962WaterHCID 6809PhthalimideHCID 11430Potassium CarbonateHCID 11413060HCID 11413060, compound

Product 1

HCID 22157077HCID 22157077, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 8.00 g of 2-(2-chloroethoxy)-4-fluoroanisole, 5.75 g of phthalimide and 3.24 g of potassium carbonate in 15 ml of N,N-dimethylformamide was heated for 2 hours at 120°-130° C. After cooling, the reaction mixture was poured into water. The precipitate was filtered to give 10.4 g of N-[2-(5-fluoro-2-methoxyphenoxy)ethyl]phthalimide as colorless crystals, which were recrystallized from ethanol as colorless needles, m.p. 134.5°-136° C.

Workup

  1. temperaturewas heated for 2 hours at 120°-130° C
  2. temperatureAfter cooling
  3. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-46c4799f93024c4fa0f9f4cff734db3e
Source dataset
uspto-grants-1990_11
Patent number
US04971990

Reaction notes

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