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

HRID 256851Notes

Reaction equation

HRID 256851 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-1f4412de9f8c46e8b26286e15b0fee82
Source dataset
uspto-grants-1993_11
Patent number
US05260294

Reaction notes

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