Cyclohexane → HCID 57661602, compound

HRID 2400313Notes

Reaction equation

HRID 2400313 reaction equation
[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH3:13])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1CCCCC1.[Br:20]N1C(=O)CCC1=O>C(OC(=O)C)C>[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][Br:20])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8078CyclohexaneHCID 67184N-bromobutanimideHCID 57661608HCID 57661608, compound

Product 1

HCID 57661602HCID 57661602, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 5-Methyl-thiophene-2-carboxylic acid tert-butyl ester (10.8 g, 54.5 mmol) was added cyclohexan (100 mL) and N-bromosuccinimide (9.7 g, 54.5 mmol) and was heated at reflux overnight. The suspension was to added ethylacetate (200 mL) and the organic solution was washed with water (4×100 mL). The solvent was removed in vacuo to yield 14.9 g of 5-bromomethylthiophene-2-carboxylic acid tert-butyl ester.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. washthe organic solution was washed with water (4×100 mL)
  4. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e212efa530ed4c8da33b7eb3c5fd770e
Source dataset
uspto-grants-2014_08
Patent number
US08796205B2

Reaction notes

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