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Diisobutylaluminum hydride → 3-(2-Pyridyl)-2-propen-1-ol

HRID 1741676
Notes
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Reaction equation

HRID 1741676 reaction equation
CC(C[AlH]CC(C)C)C.[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1/[CH:16]=[CH:17]/[C:18](OCC)=[O:19]>C1(C)C=CC=CC=1>[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1/[CH:16]=[CH:17]/[CH2:18][OH:19]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 5371891(E)-ethyl 3-(pyridin-2-yl)acrylate

Product 1

HCID 138648553-(2-Pyridyl)-2-propen-1-ol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

As in Example 3, Step 2, but using a 1.5M solution of DIBAL in toluene, the ester from Step 1 of the present example was converted to the title compound. The alcohol was chromatographed on silica using EtOAc/toluene (9:1) as eluent.

Sources & evidence

ORD record
ord-8c2846b9ad0c48d890b85d4f80be9722
Source dataset
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05334597

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes