4-Chlororesorcinol → HCID 58913563, compound

HRID 1296864Notes

Reaction equation

HRID 1296864 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][C:12]([OH:14])=O)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[Cl:15][C:16]1[CH:22]=[CH:21][C:19]([OH:20])=[CH:18][C:17]=1[OH:23].B(F)(F)F.CCOCC>>[Cl:15][C:16]1[C:17]([OH:23])=[CH:18][C:19]([OH:20])=[C:21]([C:12](=[O:14])[CH2:11][C:9]2[CH:8]=[CH:7][C:6]3[O:1][CH2:2][CH2:3][O:4][C:5]=3[CH:10]=2)[CH:22]=1

Participants

4

Reactant 3

HCID 17314-ChlororesorcinolHCID 8000Boron trifluoride etherateHCID 870201,4-Benzodioxan-6-ylacetic acid

Product 1

HCID 58913563HCID 58913563, compoundYield 68.4%

Procedure

This compounds was synthesised in the same manner as described above. (2,3-Dihydro-benzo[1,4]dioxin-6-yl)-acetic acid (0.3 g, 1.55 mmol), 4-chlororesorcinol (0.22 g, 1.55 mmol), boron trifloride etherate (3 ml). After standing for two hours a precipitate formed which was filtered, washed (water), and dried to give 1-(5-Chloro-2,4-dihydroxy-phenyl)-2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-ethanone as a white solid (0.34 g, 68.3%); Rf 0.9 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-853c2456ac4445c7b732eda64aebf476
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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