Water → 5-Bromo-6,7-dihydro-1-benzothiophen-4(5H)-one

HRID 2267945Notes

Reaction equation

[S:1]1[CH:5]=[CH:4][C:3]2[C:6](=[O:10])[CH2:7][CH2:8][CH2:9][C:2]1=2.[Br:11]Br.O>C(OCC)C.ClC(Cl)(Cl)Cl>[Br:11][CH:7]1[CH2:8][CH2:9][C:2]2[S:1][CH:5]=[CH:4][C:3]=2[C:6]1=[O:10]

Participants

Conditions

Temperature: -10 °C

Procedure

6,7-Dihydro-5H-benzo[b]thiophen-4-one (198, 5.8 g, 38.3 mmol) is dissolved in 200 ml of dry diethyl ether and cooled down to −10° C. A solution of bromine (6.1 g, 38.3 mmol) in 30 ml of tetrachloromethane and 2-3 drops of diethyl ether is slowly added. The mixture is stirred for 15 min at −10° C., 15 min at 0° C. and 18 h at room temperature. Then water and diethyl ether is added slowly. The organic layers are washed with water, dried over Na2SO4 and evaporated.

Workup

washThe organic layers are washed with water
dry with materialdried over Na2SO4
customevaporated

Sources & evidence

ORD record: ord-b7b49aa28bd44930aa1178951d748a19
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07858781B2

Reaction notes

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