3-Bromo-1-propanol → HCID 15490884, compound

HRID 1978821Notes

Reaction equation

HRID 1978821 reaction equation
CC([O-])(C)C.[K+].[C:7]([C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[CH:14][NH:15]2)=[CH:11][CH:10]=1)#[N:8].Br[CH2:19][CH2:20][CH2:21][OH:22]>>[OH:22][CH2:21][CH2:20][CH2:19][N:15]1[C:16]2[C:12](=[CH:11][CH:10]=[C:9]([C:7]#[N:8])[CH:17]=2)[CH:13]=[CH:14]1

Participants

4

Reactant 3

HCID 123083-Bromo-1-propanolHCID 851461H-indole-6-carbonitrileHCID 23665647Potassium tert-butoxide

Product 1

HCID 15490884HCID 15490884, compound

Procedure

0.776 mol (87 g) of potassium tert-butylate is added to a solution of 0.703 mol (100 g) of 6-cyanoindole in 2500 ml of tetrahydrofliran at 20° C. After 15 minutes' stirring, 1.41 mol (196 g) of 3-bromo-1-propanol are added and the reaction mixture is stirred for 24 hours at room temperature. After concentration, the residue is taken up in 1000 ml of dichioromethane, and the organic phase is washed with 500 ml of water an d then with 500 ml of a saturated sodium chloride solution. The organic phase is then dried and concentrated to yield the expected compound.

Workup

  1. stirringthe reaction mixture is stirred for 24 hours at room temperature
  2. concentrationAfter concentration
  3. washthe organic phase is washed with 500 ml of water an d
  4. customThe organic phase is then dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-73f5cc1f7ee543e59858d037d780c914
Source dataset
uspto-grants-2001_05
Patent number
US06239129B1

Reaction notes

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