Methyl 3-bromobenzoate → HCID 70874514, compound

HRID 918815Notes

Reaction equation

HRID 918815 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[C:12]([C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13]>>[CH3:8][O:7][C:5](=[O:6])[C:4]1[CH:9]=[CH:10][CH:11]=[C:2]([NH:20][C:19]2[CH:21]=[CH:22][C:16]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:17][CH:18]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 12070Methyl 3-bromobenzoateHCID 698614-Tert-Butylaniline

Product 1

HCID 70874514HCID 70874514, compound

Procedure

Reaction of methyl 3-bromobenzoate with 4-tert-butylaniline according to general procedure A provided methyl ester of Compound 10 as a yellow oil (81% yield). 1H NMR (CDCl3, 500 MHz): δ=7.73 (s, 1H), 7.57 (d, J=7.6 Hz, 1H), 7.21-7.42 (m, 4H), 7.06-7.13 (m, 2H), 5.85 (s, 1H), 3.92 (s, 3H), 1.36 (s, 9H). 13C NMR (CDCl3, 125 MHz): δ=167.4, 145.1, 144.3, 139.8, 131.4, 129.4, 126.4, 121.3, 120.9, 118.9, 117.7, 52.3, 34.4, 31.6.

Sources & evidence

ORD record
ord-14d41158444f487fbc684ad3b4f69e63
Source dataset
uspto-grants-2016_03
Patent number
US09271961B2

Reaction notes

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