Methyl 4-(4-bromobutoxy)benzoate → 4-{4-[1-(2,2-Dimethyl-propyl)-4-propyl-2H-benzotriazol-5-yloxy]-butoxy}-benzoic acid

HRID 2423552Notes

Reaction equation

HRID 2423552 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13]C)=[O:12])=[CH:9][CH:8]=1.[CH3:17][C:18]([CH3:50])([CH3:49])[CH2:19][N:20]1[C:24]2[CH:25]=[CH:26][C:27]([O:32]CCCCOC3C=CC(C4NN=NN=4)=CC=3)=[C:28]([CH2:29][CH2:30][CH3:31])[C:23]=2[N:22]=[N:21]1>>[CH3:49][C:18]([CH3:17])([CH3:50])[CH2:19][N:20]1[C:24]2[CH:25]=[CH:26][C:27]([O:32][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]3[CH:16]=[CH:15][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=3)=[C:28]([CH2:29][CH2:30][CH3:31])[C:23]=2[NH:22][NH:21]1

Participants

3

Reactant 2

HCID 10979046Methyl 4-(4-bromobutoxy)benzoateHCID 178439687HCID 178439687, compound

Product 1

HCID 119521724-{4-[1-(2,2-Dimethyl-propyl)-4-propyl-2H-benzotriazol-5-yloxy]-butoxy}-benzoic acid

Procedure

Similar procedures as outlined in examples 1 & 26 were followed using methyl 4-(4-bromobutoxy)benzoate and the mixture of N-alkylated benzotriazoles from example 6. 1H NMR (500 MHz, DMSO) δ 12.58 (bs, 1H), 7.89 (d, 2H), 7.66 (d, 1H), 7.37 (d, 1H), 7.25 (d, 1H), 7.01 (d, 2H), 4.44 (s, 2H), 4.14 (m, 4H), 3.01 (t, 2H), 1.93 (m, 4H), 1.71 (m, 2H), 0.96 (s, 9H), 0.91 (t, 3H). MS (ESI): 440 (M+H).

Sources & evidence

ORD record
ord-6ed5b29c44734a5a8eaf79a78c14eccf
Source dataset
uspto-grants-2011_06
Patent number
US07960417B2

Reaction notes

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