Isovaleryl chloride → 1-Isovalerylamino-2-(2-hydroxymethylphenyl)ethane

HRID 1156928Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][OH:11].[C:12](Cl)(=[O:17])[CH2:13][CH:14]([CH3:16])[CH3:15].C1(C2C3C(=C(Cl)C=CC=3)CCN=2)C=CC=CC=1>>[C:12]([NH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][OH:11])(=[O:17])[CH2:13][CH:14]([CH3:16])[CH3:15]

Participants

Reactant 3

HCID 66054Isovaleryl chloride

HCID 12832783[2-(2-Aminoethyl)phenyl]methanol

HCID 149989111-Phenyl-5-chloro-3,4-dihydroisoquinoline

Product 1

HCID 205339621-Isovalerylamino-2-(2-hydroxymethylphenyl)ethane

Procedure

1-Amino-2-(2-hydroxymethylphenyl)ethane and isovaleryl chloride were successively reacted in the same way as in steps (b) and (c) of Example 12 to afford 1-isovalerylamino-2-(2-hydroxymethylphenyl)ethane. The product was successively reacted in the same way as in steps (d), (e), (f), and (g) of Example 12 to afford 1-isobutylisoquinoline-5-acetonitrile as an oil.

Sources & evidence

ORD record: ord-5e764897f44d4479ad7d768761b998f3
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04337256

Reaction notes

Loading…