Resorcinol → HCID 54183214, compound

HRID 344286Notes

Reaction equation

HRID 344286 reaction equation
[Sn](Cl)(Cl)(Cl)Cl.[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O.[C:15]1([CH:22]=[CH:21][CH:20]=[C:18]([OH:19])[CH:17]=1)[OH:16]>>[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([C:20]1[CH:21]=[CH:22][C:15]([OH:16])=[CH:17][C:18]=1[OH:19])=[O:14]

Participants

4

Reactant 3

HCID 5054ResorcinolHCID 202106-Bromohexanoic acidHCID 24287Tin tetrachloride

Product 1

HCID 54183214HCID 54183214, compound

Procedure

Tin chloride (8.18 g) and 6-bromohexanoic acid were stirred at 120° C. Thereto was added resorcinol (5.50 g), and the resulting mixture was stirred for 20 min. The reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate ester. The organic layer was washed with brine and dried, followed by evaporation of the solvent under reduced pressure. The residue was purified by silica gel chromatography (chloroform:methanol=30:1) to give 3.70 g of 6-bromo-1-(2,4-dihydroxyphenyl)-1-hexanone.

Workup

  1. extractionthe mixture was extracted with ethyl acetate ester
  2. washThe organic layer was washed with brine
  3. customdried
  4. customfollowed by evaporation of the solvent under reduced pressure
  5. customThe residue was purified by silica gel chromatography (chloroform:methanol=30:1)

Sources & evidence

ORD record
ord-08d4229e24b74257a86aa342e5e76961
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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