1-(4-Bromo-phenyl)-2,2-difluoro-propan-1-ol → 10-[4-(2,2-Difluoro-1-hydroxy-propyl)-phenyl]-1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-9-one

HRID 2092695Notes

Reaction equation

HRID 2092695 reaction equation
[O:1]1[C:5]2([CH2:15][CH2:14][C:8]3([CH2:12][CH2:11][NH:10][C:9]3=[O:13])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.Br[C:17]1[CH:22]=[CH:21][C:20]([CH:23]([OH:28])[C:24]([F:27])([F:26])[CH3:25])=[CH:19][CH:18]=1>>[F:26][C:24]([F:27])([CH3:25])[CH:23]([C:20]1[CH:19]=[CH:18][C:17]([N:10]2[CH2:11][CH2:12][C:8]3([CH2:14][CH2:15][C:5]4([O:4][CH2:3][CH2:2][O:1]4)[CH2:6][CH2:7]3)[C:9]2=[O:13])=[CH:22][CH:21]=1)[OH:28]

Participants

3

Reactant 2

HCID 237295141-(4-Bromo-phenyl)-2,2-difluoro-propan-1-olHCID 582301081,4-Dioxa-10-azadispiro[4.2.4.2]tetradecan-9-one

Product 1

HCID 5823014410-[4-(2,2-Difluoro-1-hydroxy-propyl)-phenyl]-1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-9-one

Procedure

The title compound was prepared in analogy to example 133, step 4 from 1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-9-one (0.8 g) (described in example 133 step 3) and 1-(4-bromo-phenyl)-2,2-difluoro-propan-1-ol (1.14 g) (synthesis: R. Mogi, et al, Journal of Fluorine Chemistry; 10; 2007; p 1098) and the crude product was directly used in the next step.

Sources & evidence

ORD record
ord-d45d3a7e9a724d1995b778e00b72f90b
Source dataset
uspto-grants-2013_05
Patent number
US08440710B2

Reaction notes

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