3,4-dihydro-2H-chromen-4-ylmethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To chroman-4-ylmethanol (15.0 g), methylene chloride (80 ml) and triethylamine (12.9 ml) was added dropwise methanesulfonyl chloride (6.85 ml) under ice-cooling, and the mixture was stirred for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with methylene chloride. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated to give chroman-4-ylmethyl methanesulfonate. cooling the mixture was extracted with methylene chloride The extract was washed with water and saturated brine dried over magnesium sulfate concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a suspension of lithium aluminum hydride (3.45 g) in THF (400 ml) was added dropwise a solution of ethyl chroman-4-ylacetate (10.0 g) in THF (50 ml) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added water (3.45 ml), 15% aqueous sodium hydroxide solution (3.45 ml) and water (10 ml), and the mixture was filtered, washed with ethyl acetate, and concentrated under reduced pressure to give chroman-4-ylmethanol (7.58 g). cooling the mixture was filtered washed with ethyl acetate concentrated under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To chroman-4-ylmethanol (15.0 g), methylene chloride (80 ml) and triethylamine (12.9 ml) was added dropwise methanesulfonyl chloride (6.85 ml) under ice-cooling, and the mixture was stirred for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with methylene chloride. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated to give chroman-4-ylmethyl methanesulfonate. cooling the mixture was extracted with methylene chloride The extract was washed with water and saturated brine dried over magnesium sulfate concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To chroman-4-ylmethanol (15.0 g), methylene chloride (80 ml) and triethylamine (12.9 ml) was added dropwise methanesulfonyl chloride (6.85 ml) under ice-cooling, and the mixture was stirred for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with methylene chloride. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated to give chroman-4-ylmethyl methanesulfonate. cooling the mixture was extracted with methylene chloride The extract was washed with water and saturated brine dried over magnesium sulfate concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a suspension of lithium aluminum hydride (3.45 g) in THF (400 ml) was added dropwise a solution of ethyl chroman-4-ylacetate (10.0 g) in THF (50 ml) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added water (3.45 ml), 15% aqueous sodium hydroxide solution (3.45 ml) and water (10 ml), and the mixture was filtered, washed with ethyl acetate, and concentrated under reduced pressure to give chroman-4-ylmethanol (7.58 g). cooling the mixture was filtered washed with ethyl acetate concentrated under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a suspension of lithium aluminum hydride (3.45 g) in THF (400 ml) was added dropwise a solution of ethyl chroman-4-ylacetate (10.0 g) in THF (50 ml) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added water (3.45 ml), 15% aqueous sodium hydroxide solution (3.45 ml) and water (10 ml), and the mixture was filtered, washed with ethyl acetate, and concentrated under reduced pressure to give chroman-4-ylmethanol (7.58 g). cooling the mixture was filtered washed with ethyl acetate concentrated under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To chroman-4-ylmethanol (15.0 g), methylene chloride (80 ml) and triethylamine (12.9 ml) was added dropwise methanesulfonyl chloride (6.85 ml) under ice-cooling, and the mixture was stirred for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with methylene chloride. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated to give chroman-4-ylmethyl methanesulfonate. cooling the mixture was extracted with methylene chloride The extract was washed with water and saturated brine dried over magnesium sulfate concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a suspension of lithium aluminum hydride (3.45 g) in THF (400 ml) was added dropwise a solution of ethyl chroman-4-ylacetate (10.0 g) in THF (50 ml) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added water (3.45 ml), 15% aqueous sodium hydroxide solution (3.45 ml) and water (10 ml), and the mixture was filtered, washed with ethyl acetate, and concentrated under reduced pressure to give chroman-4-ylmethanol (7.58 g). cooling the mixture was filtered washed with ethyl acetate concentrated under reduced pressure