Potassium tert-butoxide → HCID 13351954, compound

HRID 2205241Notes

Reaction equation

HRID 2205241 reaction equation
[CH2:1]=[C:2]1[CH2:7][N:6](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:5][C:4]2[CH:18]=[CH:19][S:20][C:3]1=2.CC([O-])(C)C.[K+]>OC(C)(C)C>[CH3:1][C:2]1[C:3]2[S:20][CH:19]=[CH:18][C:4]=2[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 90388426HCID 90388426, compound

Product 1

HCID 13351954HCID 13351954, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To a solution of 4,5,6,7-tetrahydro-7-methylene-5-tosylthieno[3,2-c]pyridine (150 mg, 0.491 mmol, 1.0 equiv) in HOt-Bu (5 mL) was added KOt-Bu (110 mg, 0.982 mmol, 2.0 equiv) and heated to reflux for 3 h. Purification by column chromatography using ethyl acetate elution gave 62 mg of the yellow solid, 85%.

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 h
  3. customPurification by column chromatography
  4. washethyl acetate elution

Sources & evidence

ORD record
ord-8b76e2885cd24cc2905e578c53cb89bd
Source dataset
uspto-grants-2016_06
Patent number
US09370515B2

Reaction notes

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