3-(t-Butyldimethylsilyloxy)benzaldehyde → Ethyl 1-(3-(tert-butyldimethylsilyloxy)benzylamino)cyclobutanecarboxylate

HRID 658764Notes

Reaction equation

HRID 658764 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:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:22][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:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:22][CH2:21][CH2:20]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 112071113-(t-Butyldimethylsilyloxy)benzaldehydeHCID 16217503Ethyl 1-aminocyclobutane-1-carboxylate hydrochloride

Product 1

HCID 59524390Ethyl 1-(3-(tert-butyldimethylsilyloxy)benzylamino)cyclobutanecarboxylateYield 77%

Procedure

Prepared as in Example 12-1b from 3-(tert-butyldimethylsilyloxy)benzaldehyde (Example 12-1c) and ethyl 1-aminocyclobutanecarboxylate hydrochloride. Yield 77%, colorless liquid. MS 364 (MH+).

Sources & evidence

ORD record
ord-54015eaefc7f4a47acd81cae07f9e6eb
Source dataset
uspto-grants-2011_12
Patent number
US08076491B2

Reaction notes

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