4-(4-Bromophenoxy)benzene-1-sulfonyl chloride → HCID 67312686, compound

HRID 37742Notes

Reaction equation

[C:1]([O:5][C:6](=[O:33])[CH2:7][N:8]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([CH3:4])([CH3:3])[CH3:2].[Br:34]C1C=CC(OC2C=CC(S(Cl)(=O)=O)=CC=2)=CC=1>>[C:1]([O:5][C:6](=[O:33])[CH2:7][N:8]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([Br:34])=[CH:29][CH:28]=2)=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 122497414-(4-Bromophenoxy)benzene-1-sulfonyl chloride

HCID 66916713HCID 66916713, compound

Product 1

HCID 67312686HCID 67312686, compound

Procedure

Compound 4d was prepared similar to the procedure described for 4a using 4-(4-bromophenoxy)-benzenesulphonyl chloride (3d) (3.00 g, 8.63 mmol). Yield: 4.13 g, 7.42 mmol, 86% (light yellow solid). 1H NMR (DMSO-d6): δ 7.70 (d, J=8.2 Hz, 2H, ArH), 7.52 (d, J=8.8 Hz, 2H, ArH), 7.01 (d, 3J=8.8 Hz, 2H, ArH), 6.67 (d, 3J=8.9 Hz, 2H, ArH) 4.05 (s, 4H, 2×CH2CO2 tBu), 1.46 (s, 18H, 2×CO2tBu).

Sources & evidence

ORD record: ord-2f778455cdc94321a61a4a298bb79c4b
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524194B2

Reaction notes

Loading…