Ethyl 1-aminocyclopropane-1-carboxylate hydrochloride → Ethyl 1-(3-(tert-butyldimethylsilyloxy)benzylamino)-cyclopropanecarboxylate

HRID 1770609Notes

Reaction equation

HRID 1770609 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl.[NH2:18][C:19]1([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:21][CH2:20]1>>[Si:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][NH:18][C:19]1([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:21][CH2:20]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 386203Ethyl 1-aminocyclopropane-1-carboxylate hydrochlorideHCID 112071113-(t-Butyldimethylsilyloxy)benzaldehyde

Product 1

HCID 59524373Ethyl 1-(3-(tert-butyldimethylsilyloxy)benzylamino)-cyclopropanecarboxylateYield 87%

Procedure

Prepared as in Example 12-1b from 3-(tert-butyldimethylsilyloxy)benzaldehyde (Example 12-1c) and ethyl 1-aminocyclopropanecarboxylate hydrochloride. Yield 87%, colorless liquid. MS 350 (MH+).

Sources & evidence

ORD record
ord-c86f090af8b14edab97f33301a68151d
Source dataset
uspto-grants-2016_02
Patent number
US09247759B2

Reaction notes

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