Cyclopropanecarboxaldehyde → [2-(tert-Butyl-dimethylsilanyloxy)-ethyl]-cyclopropylmethyl-amine

HRID 2169340Notes

Reaction equation

[Si:1]([O:8][CH2:9][CH2:10][NH:11][CH:12]1[CH2:16][CH2:15][CH2:14]C1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C1(C=O)CC1.[Si](OCCN)(C(C)(C)C)(C)C>>[Si:1]([O:8][CH2:9][CH2:10][NH:11][CH2:12][CH:16]1[CH2:15][CH2:14]1)([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3]

Participants

Reactant 3

HCID 123114Cyclopropanecarboxaldehyde

HCID 529218(2-Aminoethoxy)(tert-butyl)dimethylsilane

HCID 86725959[2-(Tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopentylamine

Product 1

HCID 69361897[2-(tert-Butyl-dimethylsilanyloxy)-ethyl]-cyclopropylmethyl-amineYield 28.51%

Procedure

This compound was prepared following the same method as described for [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopentyl-amine (8e) from cyclopropanecarbaldehyde (300 mg, 4.23 mmol) and 2-(tert-butyl-dimethylsilanyloxy)-ethylamine (8c) (975 mg, 5.56 mmol). The product was obtained as a colourless liquid (280 mg, 28.51%).

Workup

customThis compound was prepared

Sources & evidence

ORD record: ord-92c8c738b18e41aaadd7e01f0653ea18
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045486B2

Reaction notes

Loading…