3-Hydroxybenzaldehyde → 3-Isopropoxybenzaldehyde

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH:10](I)([CH3:12])[CH3:11].C(OC1C=C(CCN)C=CC=1)(C)C>>[CH:10]([O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6])([CH3:12])[CH3:11]

Participants

Reactant 3

HCID 1013-Hydroxybenzaldehyde

HCID 6362Isopropyl iodide

HCID 42953432-(3-Isopropoxyphenyl)ethylamine

Product 1

HCID 7129143-Isopropoxybenzaldehyde

Procedure

3-Isopropoxybenzaldehyde was prepared from 3-hydroxybenzaldehyde and isopropyl iodide analogous to the procedure described in Example 361. By using the procedure of Example 151 this aldehyde was transformed to 2-(3-isopropoxyphenyl)ethylamine, which was reacted with the product of Example 103, following the procedure of Example 105 to give the titled product.

Sources & evidence

ORD record: ord-e159b6f5e8b74ad6a5b27b503254cc59
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05593993

Reaction notes

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