3-Methylbenzylamine → 4-(m-Tolylmethylamino)but-3-en-2-one

Reaction equation

CO[CH:3]=[CH:4][C:5](=[O:7])[CH3:6].[CH3:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][NH2:13]>>[C:9]1([CH3:8])[CH:16]=[CH:15][CH:14]=[C:11]([CH2:12][NH:13][CH:3]=[CH:4][C:5](=[O:7])[CH3:6])[CH:10]=1

Participants

Reactant 2

HCID 660153-Methylbenzylamine

HCID 942973-Buten-2-one, 4-methoxy-

Product 1

HCID 903031764-(m-Tolylmethylamino)but-3-en-2-one

Procedure

The title compound 62 is prepared according to the procedure reported in step A of Example 18 with 4-methoxy-3-buten-2-one (0.1 g, 1 mmol) and 3-methylbenzylamine (0.125 g, 1 mmol) as reactants. Yellow oil. (Yield 0.19 g, 100%).

Sources & evidence

ORD record: ord-a0738faf35e243c99846522b1996a528
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09376387B2

Reaction notes

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