Water → HCID 19803730, compound

HRID 1681998Notes

Reaction equation

HRID 1681998 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]([CH2:15]O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:18].O.[OH-].[Na+]>C(Cl)(Cl)(Cl)Cl>[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]([CH2:15][Br:18])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 24614Phosphorus tribromideHCID 21901990(1-Benzylazepan-3-yl)methanol

Product 1

HCID 19803730HCID 19803730, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

8.3 g (0.038 mol) of 1-benzyl-3-hydroxymethyl-hexahydroazepine are dissolved in 200 ml of carbon tetrachloride and 16 ml of phosphorus tribromide are added. The mixture is stirred for 6 hours at ambient temperature, water is then added whilst the mixture is cooled with ice and it is made slightly alkaline with 2-molar sodium hydroxide solution. The aqueous solution is separated off and extracted twice with methylene chloride. The organic phases are combined, dried over magnesium sulphate and concentrated by evaporation in vacuo. Yield: 8.9 g (82% of theory).

Workup

  1. temperatureis cooled with ice and it
  2. customThe aqueous solution is separated off
  3. extractionextracted twice with methylene chloride
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-41cc390b5e8c4496951d1fd74286baa5
Source dataset
uspto-grants-1992_12
Patent number
US05175157

Reaction notes

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