Methyl 4-(bromomethyl)benzoate → HCID 22935600, compound

HRID 1272345Notes

Reaction equation

HRID 1272345 reaction equation
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][N:24]([C:27]3[C:28]([CH3:41])=[C:29]([CH3:40])[C:30]4[O:34][C:33]([CH3:36])([CH3:35])[CH:32]([OH:37])[C:31]=4[C:38]=3[CH3:39])[CH2:23][CH2:22]2)=[CH:17][CH:16]=1>>[CH3:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([N:21]2[CH2:22][CH2:23][N:24]([C:27]3[C:28]([CH3:41])=[C:29]([CH3:40])[C:30]4[O:34][C:33]([CH3:36])([CH3:35])[CH:32]([O:37][CH2:2][C:3]5[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=5)[C:31]=4[C:38]=3[CH3:39])[CH2:25][CH2:26]2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 674202085-(4-(4-Methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

Product 1

HCID 22935600HCID 22935600, compoundYield 76%

Procedure

Using methyl 4-(bromomethyl)benzoate and 5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol obtained in Reference Example 18, the title compound was synthesized in the same manner as in Example 94. Oily material. Yield 76%. 1H-NMR (CDCl3) δ: 1.36 (3H, s), 1.59 (3H, s), 2.09 (3H, s), 2.26 (6H, s), 3.10–3.30 (8H, m), 3.79 (3H, s), 3.91 (3H, s), 4.57 (2H, s), 4.69 (1H, s), 6.86 (2H, d, J=9.2 Hz), 6.97 (2H, d, J=9.2 Hz), 7.39 (2H, d, J=8.0 Hz), 7.99 (2H, d, J=8.0 Hz).

Workup

  1. customobtained in Reference Example 18

Sources & evidence

ORD record
ord-ca34995e86864d1ca8f2389b5da20a9c
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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