Butanal → HCID 54802781, compound

HRID 528908Notes

Reaction equation

HRID 528908 reaction equation
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:9]=[CH:10][CH:11]=1)[NH2:8])([CH3:3])[CH3:2].[CH:12](=O)[CH2:13][CH2:14][CH3:15]>>[CH2:12]([NH:8][C:7]1[CH:9]=[CH:10][CH:11]=[C:5]([O:4][CH:1]([CH3:3])[CH3:2])[CH:6]=1)[CH2:13][CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 261ButanalHCID 5732203-(Propan-2-yloxy)aniline

Product 1

HCID 54802781HCID 54802781, compoundYield 88.9%

Procedure

Following a procedure analogous to that for the synthesis of Intermediate 137, 3-isopropoxyaniline (485 μL, 3.31 mmol) and butyraldehyde (310 μL, 3.47 mmol) were converted to the title compound (610 mg, 84%). 1H NMR (CDCl3) δ 7.15-6.96 (m, 1H), 6.37-6.01 (m, 2H), 4.60-4.39 (m, 1H), 3.75 (br s, 1H), 3.10 (t, J=7.0 Hz, 2H), 1.68-1.52 (m, 2H), 1.50-1.38 (m, 2H), 1.34 (s, 3H), 1.33 (s, 3H), 0.97 (t, J=7.4 Hz, 3H).

Sources & evidence

ORD record
ord-abba1e6c8a2b40ea84a1f4a8772b6dc0
Source dataset
uspto-grants-2016_05
Patent number
US09346795B2

Reaction notes

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