Benzyl Bromide → 1,1'-[(4-Bromo-1,3-phenylene)bis(oxymethylene)]dibenzene

HRID 2256059Notes

Reaction equation

[Br:1][C:2]1[CH:8]=[CH:7][C:5](O)=[CH:4][C:3]=1[OH:9].[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[C:18](=[O:21])([O-])[O-].[K+].[K+]>>[CH2:10]([O:9][C:3]1[CH:4]=[C:5]([O:21][CH2:18][C:2]2[CH:8]=[CH:7][CH:5]=[CH:4][CH:3]=2)[CH:7]=[CH:8][C:2]=1[Br:1])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

Reactant 3

HCID 7498Benzyl Bromide

HCID 11430Potassium Carbonate

HCID 811054-Bromoresorcinol

Product 1

HCID 128821681,1'-[(4-Bromo-1,3-phenylene)bis(oxymethylene)]dibenzene

Procedure

Using a procedure similar to that described in Example 17.a., except using 4-bromoresorcinol and using two equivalents of benzyl bromide and potassium carbonate, the named compound was prepared as a white solid; MS: 369; NMR: 5.0 (s, 2), 5.1(s, 2), 6.47(d, d, J1 =8, J2 =2.6, 1), 6.6 (d, J=2.7, 1), 7.2-7.5 (m, 11).

Workup

customthe named compound was prepared as a white solid

Sources & evidence

ORD record: ord-e45fd3c8e74148d9b187f346b072f1c6
Source dataset: uspto-grants-1997_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05654299

Reaction notes

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