Benzyl Alcohol → 91060-96-7

HRID 256404Notes

Reaction equation

HRID 256404 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=CC1C=C[C:16](O)=[C:13]([O:14]C)[CH:12]=1>CCCCCC.C(OCC)C>[OH:8][CH2:1][C:2]1[CH:7]=[CH:6][C:5]2[O:14][CH:13]([CH3:16])[CH2:12][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 244Benzyl AlcoholHCID 1183Vanillin

Product 1

HCID 2016367091060-96-7

Reagents, catalysts & solvents 1

HCID 21584099Diethylether hexaneSolvent

Procedure

To a solution of 853 mg (4.14 mmole) ethyl 2-methyl-2,3-dihydrobenzofuran-5-carboxylate in 9 ml dry tetrahydrafuran under nitrogen was added 157 mg (4.14 mmole) lithium aluminum hydride in portions and the resulting mixture was stirred at room temperature overnight. The mixture was worked up as described in Preparation A, Part (v), to afford 752 mg of product. The NMR spectrum showed the presence of a band at 4.5 ppm, characteristic of a benzyl alcohol CH2 group. TLC with 1:1 hexane/ethyl ether showed one spot at Rf 0.2 (vanillin spray).

Sources & evidence

ORD record
ord-7125bfded0334ed086567abb31f7ad4d
Source dataset
uspto-grants-1987_10
Patent number
US04703052

Reaction notes

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