Peracetic Acid → HCID 68380354, compound

HRID 2178725Notes

Reaction equation

HRID 2178725 reaction equation
BrC1C=CC=C2C=1CC(=[O:11])C2.Br[C:13]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:14]=1[CH2:15][C:16]([F:23])([F:22])[CH2:17]2.C(N(S(F)(F)F)CC)C.B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1.C(OO)(=O)C>[Pd]>[F:22][C:16]1([F:23])[CH2:15][C:14]2[C:13]([OH:11])=[CH:21][CH:20]=[CH:19][C:18]=2[CH2:17]1

Participants

7

Reactant 5

HCID 6585Peracetic AcidHCID 123472(Diethylamino)sulfur trifluorideHCID 2733548Bis(pinacolato)diboraneHCID 21073392846032-40-4HCID 210733934-Bromo-1,3-dihydro-2H-inden-2-one

Product 1

HCID 68380354HCID 68380354, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-Bromo-1,3-dihydro-2H-inden-2-one was converted to 4-bromo-2,2-difluoroindane with (diethylamino)sulfur trifluoride. Palladium-catalyzed reaction with bis(pinacolato)diboron, followed by oxidation with peracetic acid, afforded 2,2-difluoroindan-4-ol.

Sources & evidence

ORD record
ord-b78252deb9194b4e8c9c4da969809069
Source dataset
uspto-grants-2015_06
Patent number
US09067934B2

Reaction notes

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