Acetonitrile → 1-Phenethylamine

HRID 371737Notes

Reaction equation

HRID 371737 reaction equation
Cl[C:2]1[C:13]([C:14](=O)[C:15]2SC=CC=2)=[CH:12][C:5]2CC(C(O)=O)O[C:4]=2[C:3]=1Cl.C(#[N:24])C>>[CH3:15][CH:14]([NH2:24])[C:13]1[CH:12]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 12747881HCID 12747881, compound

Product 1

HCID 74081-Phenethylamine

Procedure

By following substantially the procedure described in Step A, the partially resolved 6,7-dichloro-2,3-dihydro-5-(2-thenoyl)-benzofuran-2-carboxylic acid (12.0 g., 0.035 mole); (obtained from acetonitrile mother liquor of step A) and (+)-α-methylbenzylamine (4.3 g., 0.035 mole) are mixed in acetonitrile (1000 ml.). The resultant salt (14.5 g.) was thrice recrystallized from a minimum volume of acetonitrile and ethanol (10:1) to obtain 9.4 g. of the salt of the pure (-)-enantiomer which is converted to the acid by treatment of the salt with dilute hydrochloric acid and ether.

Sources & evidence

ORD record
ord-c9d6783e225b43979d88f7edb3e5b5ab
Source dataset
uspto-grants-1978_05
Patent number
US04087542

Reaction notes

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