4-Chlororesorcinol → HCID 58913524, compound

HRID 1296865Notes

Reaction equation

HRID 1296865 reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=O)=[CH:9][CH:8]=1)#[N:2].[Cl:17][C:18]1[CH:24]=[CH:23][C:21]([OH:22])=[CH:20][C:19]=1[OH:25].B(F)(F)F.CCOCC>>[Cl:17][C:18]1[C:19]([OH:25])=[CH:20][C:21]([OH:22])=[C:23]([C:14](=[O:16])[CH2:13][C:10]2[CH:9]=[CH:8][C:7]([O:6][CH2:5][CH2:4][CH2:3][C:1]#[N:2])=[CH:12][CH:11]=2)[CH:24]=1

Participants

4

Reactant 3

HCID 17314-ChlororesorcinolHCID 8000Boron trifluoride etherateHCID 283983672-[4-(3-cyanopropoxy)phenyl]acetic acid

Product 1

HCID 58913524HCID 58913524, compoundYield 78.7%

Procedure

This compounds was synthesised in the same manner as described above. [4-(3-Cyano-propoxy)-phenyl]-acetic acid (0.5 g, 2.28 mmol), 4-chlororesorcinol (0.33 g, 2.28 mmol), boron trifloride etherate (5 ml). After standing for two hours a precipitate formed which was filtered, washed (water), and dried to give 4-{4-[2-(5-Chloro-2,4-dihydroxy-phenyl)-2-oxo-ethyl]-phenoxy}butyronitrile as a white solid (0.62 g, 78.7%); Rf 0.6 hexane/ethyl acetate (20/80).

Workup

  1. customThis compounds was synthesised in the same manner
  2. customa precipitate formed which
  3. filtrationwas filtered
  4. washwashed (water)
  5. customdried

Sources & evidence

ORD record
ord-867cfce792ad420eaba870691b2045b9
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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