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Benzyl Bromide → 4-(5-(Benzyloxy)-5-oxopentyl)phenylboronic acid

HRID 735500
Notes
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Reaction equation

HRID 735500 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:30]([CH2:33]CCCC(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][CH2:13][CH2:33][C:30]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
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 7498Benzyl BromideHCID 578426684-(3-Benzyloxycarbonyl-propoxy)-phenylboronic acidHCID 578427605-(4-Boronophenyl)pentanoic acid

Product 1

HCID 578426514-(5-(Benzyloxy)-5-oxopentyl)phenylboronic acidYield 79%

Procedure

Using a procedure analogous to that used to prepare 1B, 5B (250 mg, 1.13 mmol) was reacted with benzyl bromide to afford 5C (226 mg, 79%) as a clear oil.

Sources & evidence

ORD record
ord-946b5f00280449e5a250e0308f917fce
On this pageParticipantsProcedureSources & evidenceReaction notes
Source dataset
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07592331B2

Reaction notes

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