Hydrochloric Acid → HCID 19083223, compound

HRID 1379051Notes

Reaction equation

HRID 1379051 reaction equation
[C:1](#[N:5])[CH:2]([CH3:4])[CH3:3].[CH2:6]([Mg][Cl:14])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[BH4-].[Na+].Cl>CO>[ClH:14].[NH2:5][CH:1]([CH:2]([CH3:4])[CH3:3])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6559IsobutyronitrileHCID 4311764Sodium borohydrideHCID 178418336HCID 178418336, compound

Product 1

HCID 19083223HCID 19083223, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 13.8 g (0.2 mol) of isobutyronitrile dissolved in 50 ml of anhydrous tetrahydrofuran(THF) was added 110 ml (0.22 mol) of 2.0M benzylmagnesiumchloride at room temperature, and the resulting mixture was refluxed for 1 hour and cooled to room temperature. Subsequently, 200 ml of methanol and 11.4 g (0.3 mol) of NaBH4 were added thereto and stirred for 1 hour at room temperature. The resultant was adjusted to about pH 11 by adding 1N HCl. The above mixture was extracted with chloroform and dried over anhydrous Na2SO4, and methanolic HCl was added to obtain 37.5 g of the title compound(yield 94%).

Workup

  1. temperaturethe resulting mixture was refluxed for 1 hour
  2. extractionThe above mixture was extracted with chloroform
  3. dry with materialdried over anhydrous Na2SO4, and methanolic HCl
  4. additionwas added

Sources & evidence

ORD record
ord-0fad40c2a0e840e6857889a88219773a
Source dataset
uspto-grants-1997_09
Patent number
US05670517

Reaction notes

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