Water → HCID 14547360, compound

HRID 1607516Notes

Reaction equation

HRID 1607516 reaction equation
[O:1]([CH2:8][CH2:9][N:10]1[C:15](=[O:16])[CH2:14][N:13]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:12][C:11]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].O>C(O)C.C(=O)(O)[O-].[Na+]>[O:1]([CH2:8][CH2:9][N:10]1[C:11](=[O:24])[CH2:12][N:13]([CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:14][CH:15]1[OH:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 14547357HCID 14547357, compound

Product 1

HCID 14547360HCID 14547360, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 516892Sodium BicarbonateSolvent

Procedure

1-(2-Phenoxyethyl)-4-benzyl-2,6-piperazinedione (2.24 g) in ethanol (60 ml) and saturated sodium bicarbonate solution (15 ml) was cooled to 5° and sodium borohydride (0.4 g) added. The mixture was stirred at 5° for 1 h, water (150 ml) added and the mixture extracted with chloroform (3×75 ml). Evaporation of the chloroform gave the title compound as an off-white solid (2.1 g).

Workup

  1. extractionthe mixture extracted with chloroform (3×75 ml)
  2. customEvaporation of the chloroform

Sources & evidence

ORD record
ord-6f88a5f523304c2db2cd56726b2ce5c9
Source dataset
uspto-grants-1989_09
Patent number
US04866056

Reaction notes

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