Diethyl Ether → HCID 87440390, compound

HRID 2356767Notes

Reaction equation

HRID 2356767 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7](=[O:15])[CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[Br:16]Br.C(OCC)(=O)C.C(OCC)C>ClCCl>[Br:16][CH:8]([C:7]([C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:15])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 24408BromineHCID 24727718Ethyl 4-(5-chlorothiophen-2-yl)-4-oxobutanoate

Product 1

HCID 87440390HCID 87440390, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 4-(5-chlorothiophen-2-yl)-4-oxobutyrate (900 mg) in dichloromethane (9 ml) was added bromine (200 μl) under ice-cooling, and after stirring at the same temperature for 30 minutes, the reaction mixture was warmed to room temperature and the mixture was stirred for one hour. The reaction mixture was poured into ice-water, and ethyl acetate and diethyl ether were added thereto. The organic layer was collected, washed with water and brine, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to obtain ethyl 3-bromo-4-(5-chlorothiophen-2-yl)-4-oxo-butyrate (1.22 g) as pale brownish liquid.

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred for one hour
  3. additionwere added
  4. customThe organic layer was collected
  5. washwashed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d860939ad6d14792949ca8f0d24b429c
Source dataset
uspto-grants-2010_07
Patent number
US07759373B2

Reaction notes

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