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ChemicalBook CAS DataBase List 2-Dibenzofuranmethanol
86607-82-1

2-Dibenzofuranmethanol synthesis

10synthesis methods
-

Yield:86607-82-1 100%

Reaction Conditions:

Stage #1: dibenzofuran-2-carbaldehydewith sodium tetrahydroborate in tetrahydrofuran at 20; for 2 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;water at 20; for 0.333333 h;

Steps:

1

Dibenzo[b,d]furan-2-ylmethanol CCH 34116 To a solution of dibenzo[b,d]furan-2-carbaldehyde (191 mg, 973 μmol) in THF (10 mL) in a 50 mL round-bottomed flask equipped with a magnetic stirrer was added NaBH4 (37 mg, 0.978 mmol) and the mixture was stirred for 2 h at RT and quenched by adding 10 mL of a 1 N aq. HCl solution. The reaction mixture was stirred at RT for 20 min and extracted with CH2Cl2 (2*50 mL). The organic phase was washed with water (10 mL), brine (10 mL), dried over Na2SO4, filtered and concentrated at 40° C. under vacuum to afford dibenzo[b,d]furan-2-ylmethanol CCH 34116 as an off-white solid (192 mg, 100% yield). MW: 198.22; Yield: 100%; Off-white solid. Rf: 0.45 (cyclohexane:EtOAc=1:1). MS-ESI m/z (% rel. Int.): 181.1 ([M-OH]+, 100).

References:

US2012/214837,2012,A1 Location in patent:Page/Page column 26