Ammonium Chloride → HCID 21281105, compound

HRID 414611Notes

Reaction equation

HRID 414611 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([N:14]2[CH:18]=[CH:17][C:16]([CH:19]=[O:20])=[CH:15]2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[Cl-]>CCOCC>[OH:20][CH:19]([C:16]1[CH:17]=[CH:18][N:14]([C:10]2[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH:9]=2)[CH:15]=1)[CH2:4][CH2:3][CH2:2][CH2:7][CH3:6]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 14406223HCID 14406223, compound

Product 1

HCID 21281105HCID 21281105, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Grignard reagent was prepared (from 0.5 g of Mg) as described in Example 3. Then 1.8 g of 1-(3-phenoxyphenyl)pyrrole-3-aldehyde in 15 mL of ether was added. The reaction was stirred for 1 h and then poured into 300 mL of 1 N NH4Cl solution. The product was extracted with ether and the combined organic solution was washed with H2O, dried and evaporated to dryness. The crude product was purified by dry column chromatography to give 0.85 g of desired product as an oil.

Workup

  1. extractionThe product was extracted with ether
  2. washthe combined organic solution was washed with H2O
  3. customdried
  4. customevaporated to dryness
  5. customThe crude product was purified
  6. customby dry column chromatography

Sources & evidence

ORD record
ord-627cc36ebee94cffb14682efc431aa26
Source dataset
uspto-grants-1988_12
Patent number
US04792568

Reaction notes

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