Sodium borohydride → N-Ethylcycloheptanamine

HRID 266662Notes

Reaction equation

HRID 266662 reaction equation
[BH4-].[Na+].[CH:3](=[N:5][CH:6]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:4]>CO>[CH2:3]([NH:5][CH:6]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 19030393HCID 19030393, compound

Product 1

HCID 13112620N-EthylcycloheptanamineYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
10 °C

Procedure

Sodium borohydride (3.78 g) was gradually added with ice bath cooling to a methanol (600 ml) solution of N-ethylidenecycloheptylamine (41.7 g) and agitated at 10° C. for 3 hours. Thereafter, the solvent was distilled off, followed by extraction with methylene chloride. Then, the extract was dried over anhydrous magnesium sulfate. Methylene chloride was distilled off and the obtained oil was distilled under reduced pressure to obtain N-ethylcycloheptylamine (35.96 g). b.p. 110°-113° C./26.6 mbar.

Workup

  1. distillationThereafter, the solvent was distilled off
  2. extractionfollowed by extraction with methylene chloride
  3. dry with materialThen, the extract was dried over anhydrous magnesium sulfate
  4. distillationMethylene chloride was distilled off
  5. distillationthe obtained oil was distilled under reduced pressure

Sources & evidence

ORD record
ord-d81de3fe33234dcda1e1186d3256855b
Source dataset
uspto-grants-1997_07
Patent number
US05652198

Reaction notes

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