2,3-Dimethylthiophene → HCID 15895035, compound

HRID 1841343Notes

Reaction equation

HRID 1841343 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH3:7].[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Br)=[CH:11][CH:10]=1>C1COCC1>[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][C:4]2[S:3][C:2]([CH3:1])=[C:6]([CH3:7])[CH:5]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 342952,3-DimethylthiopheneHCID 685274-Bromobenzyl bromide

Product 1

HCID 15895035HCID 15895035, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The tide compound was prepared according to the procedure in Example 5, step 1 using 2,3-dimethylthiophene (5.10 g, 45.5 mmol), 2.5M BuLi/hexanes (18.2 mL, 45.5 mmol) and 4-bromobenzyl bromide (11.4 g, 45.5 mmol) in THF. Purification on Biotage KP-Sil eluting with 100% pet ether gave 7.74 g (60%) of the title compound. 1H NMR: consistent.

Workup

  1. customThe tide compound was prepared
  2. customPurification on Biotage
  3. washKP-Sil eluting with 100% pet ether

Sources & evidence

ORD record
ord-7d213ab6a5804cee95e0a40a257a2842
Source dataset
uspto-grants-2004_01
Patent number
US06683107B2

Reaction notes

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