7,8-difluoro-2-pentyl-2H-chromene → 7,8-Difluoro-2-pentyl-3,4-dihydro-2H-1-benzopyran

HRID 1873310Notes

Reaction equation

HRID 1873310 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[O:9]2)=[CH:4][CH:3]=1>C1(C)C=CC=CC=1.[Pd]>[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([CH2:6][CH2:7][CH:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[O:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 592152737,8-difluoro-2-pentyl-2H-chromene

Product 1

HCID 231157277,8-Difluoro-2-pentyl-3,4-dihydro-2H-1-benzopyran

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

51.0 g (0.21 mol) of 7,8-difluoro-2-pentyl-2H-chromene are hydrogenated at RT for 1 h in 510 ml of toluene in the presence of Pd/C (5% of Pd). The batch is evaporated to dryness: the crude product (yellowish liquid) can be used directly for the next step.

Workup

  1. customThe batch is evaporated to dryness

Sources & evidence

ORD record
ord-39843891419c41f6acc794de2578ff4d
Source dataset
uspto-grants-2012_11
Patent number
US08303844B2

Reaction notes

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