Ammonia → HCID 67386538, compound

HRID 908943Notes

Reaction equation

HRID 908943 reaction equation
C(C[O:4][C:5](=O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)#N.[NH3:21]>O1CCCC1>[NH:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]([NH2:21])=[O:4])=[CH:12]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67386302HCID 67386302, compound

Product 1

HCID 67386538HCID 67386538, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6-(1H-Indol-3-yl)hexanoic acid cyanomethyl ester (5.72 g, 21.16 mmol) in tetrahydrofuran (160 ml) was added to a 25 percent strength ammonia solution (125 ml) and the mixture was stirred at RT for 40 h. Working up of the mixture was carried out by phase separation and extraction of the aqueous phase with THF (2×40 ml). The organic extracts were combined and washed with saturated NaCl solution (50 ml). After drying and concentration of the organic phase, the product was isolated as a colourless solid in a yield of 98% (4.75 g) with an m.p. of

Workup

  1. customwas carried out by phase separation and extraction of the aqueous phase with THF (2×40 ml)
  2. washwashed with saturated NaCl solution (50 ml)
  3. customAfter drying
  4. customconcentration of the organic phase, the product was isolated as a colourless solid in a yield of 98% (4.75 g) with an m.p. of

Sources & evidence

ORD record
ord-997e0c6546d743f7bb082eded96eded6
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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