4-Fluorobenzaldehyde → [2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-(4-fluoro-benzyl)-amine

HRID 2169350Notes

Reaction equation

HRID 2169350 reaction equation
[Si:1]([O:8][CH2:9][CH2:10][NH:11]C1CCCC1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1.[Si](OCCN)(C(C)(C)C)(C)C>>[Si:1]([O:8][CH2:9][CH2:10][NH:11][CH2:22][C:21]1[CH:24]=[CH:25][C:18]([F:17])=[CH:19][CH:20]=1)([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 680234-FluorobenzaldehydeHCID 529218(2-Aminoethoxy)(tert-butyl)dimethylsilaneHCID 86725959[2-(Tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopentylamine

Product 1

HCID 59688027[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-(4-fluoro-benzyl)-amineYield 35.03%

Procedure

This compound was prepared following the same method as described for [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopentyl-amine (8e) from 4-fluorobenzaldehyde (1 g, 8.06 mmol) and 2-(tert-butyl-dimethylsilanyloxy)-ethylamine (8c) (1.8 g, 10.48 mmol). The product was obtained as a light yellow liquid (800 mg, 35.03%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-0443ed13e21440c3bff7b3c18fc0528c
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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