Sodium Hydroxide → 5-(4-Boronophenyl)pentanoic acid

HRID 735499Notes

Reaction equation

HRID 735499 reaction equation
B(C1C=CC(CCCC(O)=O)=CC=1)(O)O.CC1(C)C[O:21][B:20]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[CH:25][CH:24]=2)[O:19]C1.[OH-].[Na+]>>[B:20]([C:23]1[CH:24]=[CH:25][C:26]([CH2:29][CH2:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[CH:27][CH:28]=1)([OH:21])[OH:19]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 578425984-(4-Boronophenyl)butanoic acidHCID 578428175-(4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)pentanoic acid

Product 1

HCID 578427605-(4-Boronophenyl)pentanoic acidYield 76.1%

Procedure

Using a procedure analogous to that used to prepare 2B, 5A (429 mg, 1.48 mmol) was reacted with NaOH to afford 5B (250 mg, 76%) as an off-white solid.

Sources & evidence

ORD record
ord-48ef29e38e2243e59200679cc9e18051
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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