Butanal → HCID 23465411, compound

HRID 528906Notes

Reaction equation

[C:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH:12](=O)[CH2:13][CH2:14][CH3:15]>>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:9][CH2:12][CH2:13][CH2:14][CH3:15])=[CH:10][CH:11]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 261Butanal

HCID 698614-Tert-Butylaniline

Product 1

HCID 23465411HCID 23465411, compoundYield 90.9%

Procedure

Following a procedure analogous to that for the synthesis of Intermediate 137, 4-tert-butylaniline (400 mg, 2.68 mmol) and butyraldehyde (240 μL, 2.68 mmol) were converted to the title compound (500 mg, 84%). 1H NMR (CDCl3) δ 7.27-7.19 (m, 2H), 6.60 (d, J=8.8 Hz, 2H), 3.61 (br s, 1H), 3.13 (t, J=7.0 Hz, 2H), 1.68-1.53 (m, 2H), 1.50-1.40 (m, 2H), 1.32 (s, 9H), 0.99 (t, J=7.3 Hz, 3H); MS(ESI+) m/z 206.1 (M+H)+.

Sources & evidence

ORD record: ord-4ba162604d1e4ad7b3d327e116df4b44
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346795B2

Reaction notes

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