Ammonia → HCID 12900683, compound

HRID 1155681Notes

Reaction equation

HRID 1155681 reaction equation
N.[Na].[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][C:12]([C:17]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:18]=2[CH:19]=[CH:20][N:21]3CC2C=CC=CC=2)([OH:16])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl-].[NH4+]>O1CCCC1.O>[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][C:12]([C:17]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:18]=2[CH:19]=[CH:20][NH:21]3)([OH:16])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 12900682HCID 12900682, compound

Product 1

HCID 12900683HCID 12900683, compoundYield 104.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

500 ml of ammonia and then 1.5 g of sodium were progressively added at -40° C. to a solution of 14.8 g of 1-benzyl-3-[1-benzyl-1H-indol-4-yl]-3-piperidinol in 250 ml of tetrahydrofuran and after the addition was complete, ammonium chloride was added to the mixture until the faint blue coloration disappeared. The residue was taken up in water and the aqueous phase was extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness to obtain 12 g of 1-benzyl-3-(1H-indol-4-yl)-3-piperidinol.

Workup

  1. additionafter the addition
  2. extractionthe aqueous phase was extracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. customdried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-1e9ae96249454cb8b13f8cb3f8e9be9e
Source dataset
uspto-grants-1982_06
Patent number
US04332808

Reaction notes

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