(1-(4-Bromophenyl)propan-2-yloxy)(tert-butyl)dimethylsilane → 4-(2-(Tert-butyldimethylsilyloxy)propyl)phenylboronic acid

HRID 735702Notes

Reaction equation

HRID 735702 reaction equation
[Si:1]([O:8][CH2:9][CH:10]([C:12]1[CH:17]=[CH:16][C:15]([B:18]([OH:20])[OH:19])=[CH:14][CH:13]=1)C)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Br[C:22]1C=CC(CC(O[Si](C(C)(C)C)(C)C)C)=CC=1>>[Si:1]([O:8][CH:9]([CH3:22])[CH2:10][C:12]1[CH:13]=[CH:14][C:15]([B:18]([OH:19])[OH:20])=[CH:16][CH:17]=1)([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 57842700(1-(4-Bromophenyl)propan-2-yloxy)(tert-butyl)dimethylsilaneHCID 578427824-(1-(Tert-butyldimethylsilyloxy)propan-2-yl)phenylboronic acid

Product 1

HCID 578428034-(2-(Tert-butyldimethylsilyloxy)propyl)phenylboronic acidYield 54%

Procedure

According to the procedure for the preparation of 73D, 77B (2.14 g, 6.50 mmol) afforded 1.04 g (54%) of 77C as a colorless solid. MS (ESI) m/z 295.2 (M+H)+.

Sources & evidence

ORD record
ord-3c3399616370472a94e8146731f45c42
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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