Butyryl chloride → 1-Butyrylamino-2-(2-hydroxymethylphenyl)ethane

HRID 1156929Notes

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:16])[CH2:13][CH2:14][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:16])[CH2:13][CH2:14][CH3:15]

Participants

Reactant 3

HCID 8855Butyryl chloride

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

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

Product 1

HCID 205339361-Butyrylamino-2-(2-hydroxymethylphenyl)ethane

Procedure

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

Sources & evidence

ORD record: ord-95a094076329426aa6a85a09648ab9fa
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04337256

Reaction notes

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