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

HRID 501907노트

반응식

HRID 501907 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ba01c1ef96fb4700a3a9cf705bedbcdc
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772407B2

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