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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219898Generated: October 29, 2026

Tert-butyl 3-cyanobenzyl(2-methoxyethyl)carbamate → tert-Butyl 3-[amino(hydroxyimino)methyl]benzyl(2-methoxyethyl)carbamate

https://huagongshe.com/reaction/219898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 3-cyanobenzyl(2-methoxyethyl)carbamateHCID 67529060—
ReactantMethyl 4-[amino(hydroxyimino)methyl]-3-methoxybenzoateHCID 72307497—
Producttert-Butyl 3-[amino(hydroxyimino)methyl]benzyl(2-methoxyethyl)carbamateHCID 72307486—

Reaction Steps

Title compound was prepared following procedure and work up described for Intermediate 47 step 2 but starting from tert-Butyl 3-cyanobenzyl(2-methoxyethyl)carbamate obtained in step 2 (7.4 g, 0.0254 mol) (RT for 12 h). Title compound was obtained as a pale yellow gummy liquid (7.1 g, 86%). 1H NMR (DMSO-d6, 400 MHz) δ 9.59 (s, 1H), 7.52-7.54 (m, 2H), 7.30-7.34 (m, 1H), 7.19-7.21 (m, 1H), 5.75 (s, 2H), 4.40 (s, 2H), 3.37-3.40 (m, 2H), 3.21-3.30 (m, 5H), 1.32-1.41 (m, 9H). LC/MS (Method A): 324.0 (M+H)+. HPLC (Method B) Rt 5.23 min (Purity: 96.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202865B2
Source datasetuspto-grants-2012_06
ORD IDord-327c4a91a4994712a157e2d6d0c2506f
Source noteuspto-grants-2012_06