Borane;tetrahydrofuran → HCID 19429530, compound

HRID 1078384Notes

Reaction equation

HRID 1078384 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:10][C:11](=O)[C:12]([CH3:20])([CH3:19])[CH2:13][N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)[CH3:9])=[CH:4][CH:3]=1.B.C1COCC1>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:10][CH2:11][C:12]([CH3:19])([CH3:20])[CH2:13][N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)[CH3:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2723981Borane;tetrahydrofuranHCID 19429447HCID 19429447, compound

Product 1

HCID 19429530HCID 19429530, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a similar manner to Example 52d, N-[1-(4-chlorophenyl)ethyl]-3-(imidazol-1-yl)-2,2-dimethylpropionamide (4.0 g) in THF (100 ml) was treated with BH3/THF (52.1 ml, 1M) to give an oil which was distilled at 165° C. (0.05 mmHg) and the lower boiling fraction redistilled to give N-[1-(4-chlorophenyl)ethyl]-3-(imidazol-1-yl)-2,2-dimethylpropylamine, b.p. 160° C. (0.03 mmHg).

Workup

  1. customto give an oil which
  2. distillationwas distilled at 165° C. (0.05 mmHg)
  3. distillationthe lower boiling fraction redistilled

Sources & evidence

ORD record
ord-cc7371ea9d4c4fc592f53c2edd057bf3
Source dataset
uspto-grants-1996_08
Patent number
US05547972

Reaction notes

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