Butanal → HCID 3779040, compound

HRID 528903Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[CH:10](=O)[CH2:11][CH2:12][CH3:13]>>[CH2:10]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([O:2][CH3:1])[CH:4]=1)[CH2:11][CH2:12][CH3:13]

Participants

Reactant 2

HCID 261Butanal

HCID 108243-Methoxyaniline

Product 1

HCID 3779040HCID 3779040, compoundYield 96.2%

Procedure

Following a procedure analogous to that for the synthesis of Intermediate 137, 3-methoxyaniline (460 μl, 4.06 mmol) and butyraldehyde (360 μL, 4.06 mmol) were converted to the title compound (700 mg, 88%). 1H NMR (CDCl3) δ 7.36-7.20 (m, 1H), 6.56-6.32 (m, 3H), 4.02-3.95 (m, 3H), 3.87 (br s, 1H), 3.30 (t, J=7.0 Hz, 2H), 1.86-1.71 (m, 2H), 1.71-1.58 (m, 2H), 1.19-1.10 (m, 3H); MS(ESI+) m/z 179.9 (M+H)+.

Sources & evidence

ORD record: ord-f3df641732c1437f9c61850d638d4fd6
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346795B2

Reaction notes

Loading…