Butanal → HCID 71086427, compound

HRID 528892Notes

Reaction equation

HRID 528892 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH2:13][NH2:14])[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.[CH:17](=O)[CH2:18][CH2:19][CH3:20]>>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=2)[CH2:13][NH:14][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 261ButanalHCID 38597553-(4-CHLOROPHENOXY)BENZYLAMINE

Product 1

HCID 71086427HCID 71086427, compoundYield 32%

Procedure

Following a procedure analogous to that for the synthesis of Example 106, (3-(4-chlorophenoxy)phenyl)methanamine (ASDI, 533 mg, 2.28 mmol) and butyraldehyde (210 μL, 2.28 mmol) were converted to the title compound (211 mg, 32%). 1H NMR (CDCl3) δ 7.41-7.19 (m, 4H), 7.14-7.06 (m, 1H), 6.99-6.87 (m, 3H), 3.98-3.86 (m, 2H), 2.80-2.66 (m, 2H), 1.66 (quin, J=7.5 Hz, 2H), 1.42-1.24 (m, 2H), 1.00-0.81 (m, 3H); MS (ESI+) m/z 290.1 (M+H)+.

Sources & evidence

ORD record
ord-3993cec362424a50813ef53ecfe07871
Source dataset
uspto-grants-2016_05
Patent number
US09346795B2

Reaction notes

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