Water → HCID 23434103, compound

HRID 2121712Notes

Reaction equation

HRID 2121712 reaction equation
[CH3:1][C:2]1[C:6]2[C:7](=[O:11])[CH2:8][CH2:9][CH2:10][C:5]=2[S:4][CH:3]=1.C1C(=O)N([Br:19])C(=O)C1.O>C(Cl)Cl>[Br:19][C:3]1[S:4][C:5]2[CH2:10][CH2:9][CH2:8][C:7](=[O:11])[C:6]=2[C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 126410573-Methyl-6,7-dihydro-1-benzothiophen-4(5H)-one

Product 1

HCID 23434103HCID 23434103, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-methyl-4-oxo-4,5,6,7-tetrahydrobenzothiophene (500 mg, 3.01 mmol) in CH2Cl2 (15 mL) was added NBS (536 mg, 3.01 mmol) at room temperature, and the mixture stirred for 3 hours at room temperature. The reaction mixture was poured into water (50 mL) and the whole was extracted with diethyl ether (100 mL). The organic layer was washed with water (100 mL×2), brine, dried over MgSO4, and concentrated in vacuo to provide the title product (686 mg, 93% yield)

Workup

  1. extractionthe whole was extracted with diethyl ether (100 mL)
  2. washThe organic layer was washed with water (100 mL×2), brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-759eee41f7f34a83983aa27759f132a9
Source dataset
uspto-grants-2004_02
Patent number
US06696470B2

Reaction notes

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