Diisobutylaluminum hydride → HCID 66603585, compound

HRID 2263570Notes

Reaction equation

C[O:2][C:3](=O)[CH:4]=[CH:5][C@@H:6]([O:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][O:10]1)[CH3:7].CC(C[AlH]CC(C)C)C>>[O:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH:9]1[O:8][C@@H:6]([CH3:7])[CH:5]=[CH:4][CH2:3][OH:2]

Participants

Reactant 2

HCID 14487Diisobutylaluminum hydride

HCID 66603240HCID 66603240, compound

Product 1

HCID 66603585HCID 66603585, compoundYield 88%

Procedure

4(S)-(Tetrahydro-pyran-2-yloxy)-pent-2-enoic acid methyl ester (10 g, 46.7 mmol) was reduced with DIBAL-H according to the procedure described in J. Chem. Soc., Perkin. Trans. 1 1994, 2791 to yield 4(S)-(Tetrahydro-pyran-2-yloxy)-pent-2-en-1-ol in 88% yield.

Sources & evidence

ORD record: ord-1cd8a1d1de5d4d75853199e1d86a362c
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851637B2

Reaction notes

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