4-Bromo-1,2-difluorobenzene → HCID 15171850, compound

HRID 654501Notes

Reaction equation

HRID 654501 reaction equation
[C:1]([C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1)#[CH:2].Br[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=1>>[F:25][C:22]1[CH:23]=[C:24]([C:2]#[C:1][C:3]2([CH3:17])[CH2:8][CH2:7][C:6]3[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=3[O:4]2)[CH:19]=[CH:20][C:21]=1[F:26]

Participants

3

Reactant 2

HCID 676754-Bromo-1,2-difluorobenzeneHCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6ol

Product 1

HCID 15171850HCID 15171850, compound

Procedure

Reaction of rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol with 1-bromo-3,4-difluorobenzene under the conditions described in Example 26 and extending the reaction time to 42 hours gave after chromatographic isolation (40 fold amount of silica gel using methylene chloride) and crystallization from petroleum ether colorless crystals of the title compound with m.p. 109°-112°.

Workup

  1. customto 42 hours
  2. customgave
  3. customafter chromatographic isolation (40 fold amount of silica gel using methylene chloride) and crystallization from petroleum ether colorless crystals of the title compound with m.p. 109°-112°

Sources & evidence

ORD record
ord-388272abf5d84f0a8ade7e4e864b11db
Source dataset
uspto-grants-1992_07
Patent number
US05132310

Reaction notes

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