Hydrochloric Acid → HCID 20362322, compound

HRID 1679265Notes

Reaction equation

HRID 1679265 reaction equation
[BH4-].[Na+].[C:3]1([N:9]2[C:13]3([CH2:18][CH2:17][N:16]([CH2:19][C:20](=[O:30])[CH2:21][O:22][C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=4)[CH2:15][CH2:14]3)[C:12](=[O:31])[NH:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.[OH-].[Na+]>C(O)C.O>[C:3]1([N:9]2[C:13]3([CH2:18][CH2:17][N:16]([CH2:19][CH:20]([OH:30])[CH2:21][O:22][C:23]4[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=4)[CH2:15][CH2:14]3)[C:12](=[O:31])[NH:11][CH2:10]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 20362311HCID 20362311, compound

Product 1

HCID 20362322HCID 20362322, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Procedure

To a mixture of 0.2 g of sodium borohydride in 10 ml of ethanol is added dropwise a solution of 2 g of 1-phenyl-8-[3-(p-fluorophenoxy)-2-oxopropyl]-4-oxo-1,3,8-triazaspiro[4,5]decane in 20 ml of ethanol. The mixture is stirred at room temperature for five hours. The resulting mixture is decomposed with 2N hydrochloric acid, diluted with water, made alkaline with sodium hydroxide and diluted again with water. After cooling, the precipitate is collected by filtration and dried to give 1-phenyl-8-[3-(p-fluorophenoxy)-2-hydroxypropyl]-4-oxo-1,3,8-triazaspiro[4,5]decane, m.p. 152° - 154° C. Recrystallization from iso-propanol gives pale yellow crystals, m.p. 164° - 166° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate is collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-af7137ac6c7c4577951a373811bb5889
Source dataset
uspto-grants-1978_03
Patent number
US04080328

Reaction notes

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