Benzyl Bromide → HCID 57842557, compound

HRID 735497

Reaction equation

[CH2:1]([O:8][C:9]([CH2:11][CH2:12][CH2:13]OC1C=CC(B(O)O)=CC=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[B:24]([C:27]1[CH:32]=[CH:31]C(CCC(O)=O)=[CH:29][CH:28]=1)([OH:26])[OH:25].C(Br)C1C=CC=CC=1>>[CH2:1]([O:8][C:9](=[O:10])[CH2:11][CH2:12][C:13]1[CH:31]=[CH:32][C:27]([B:24]([OH:26])[OH:25])=[CH:28][CH:29]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 7498Benzyl Bromide

HCID 38634844-(2-Carboxyethyl)benzeneboronic acid

HCID 57842668HCID 57842668, compound

Product 1

HCID 57842557HCID 57842557, compoundYield 62%

Procedure

Using a procedure analogous to that used to prepare 1B, 3-(4-boronophenyl)propanoic acid (388 mg, 2.00 mmol) was reacted with benzyl bromide to afford 4A (355 mg, 62%) as a white solid. 1H NMR (400 MHz, tetrahydrofuran-d8) δ 2.71 (t, J=7.9 Hz, 2H), 3.02 (t, J=7.5 Hz, 2H), 5.10 (s, 2H), 7.25-7.35 (m, 5H), 8.12 (d, J=7.9 Hz, 2H).

Sources & evidence

ORD record: ord-b05b33c87eb94656aac5645a69fdfe2e
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592331B2

Linked notes

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