Water → 6-Methyl-2,3-dihydro-1H-inden-1-ol

HRID 1270680ノート

反応式

HRID 1270680 の反応式
[BH4-].[Na+].[CH3:3][C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][C:10]2=[O:13])=[CH:6][CH:5]=1.O>CO>[CH3:3][C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][CH:10]2[OH:13])=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 962WaterHCID 27950936-Methyl-1-indanoneHCID 4311764Sodium borohydride

生成物 1

HCID 123372176-Methyl-2,3-dihydro-1H-inden-1-ol収率 108.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohydride (1.3 g) was added to a solution of 6-methyl-indane-1-one (5.0 g) in methanol (50 ml) at 0° C., and the mixture was stirred for one hour. The reaction mixture was poured into ice-cooled water, and extracted with ethyl acetate. The organic layer was washed with saturated saline solution and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to obtain 6-methylindane-1-ol (5.5 g). To a solution of 6-methylindane-1-ol in toluene (50 ml) was added p-toluene sulfonic acid monohydrate (0.2 g), and the mixture was stirred for 20 minutes. The temperature of the reaction mixture was returned to room temperature, and the reaction mixture was washed with water, 5% sodium hydrogencarbonate aqueous solution, and saturated saline solution in order and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to obtain 5-methyl-1H-indene (5.5 g).

後処理

  1. additionThe reaction mixture was poured into ice-
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-351148a97bed4253a8d0036ae1665173
出典データセット
uspto-grants-2007_04
特許番号
US07202350B2

反応ノート

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