Methanol → 2-(1,3-Dioxaindan-5-yl)ethan-1-ol

HRID 456586노트

반응식

HRID 456586 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][C:11](O)=[O:12])=[CH:9][C:4]=2[O:3][CH2:2]1.CO>O1CCCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][OH:12])=[CH:9][C:4]=2[O:3][CH2:2]1

참가 물질

4

반응물 2

HCID 887MethanolHCID 76115Benzo-1,3-dioxole-5-acetic acid

생성물 1

HCID 27598462-(1,3-Dioxaindan-5-yl)ethan-1-ol수율 84.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of benzo[1,3]dioxol-5-yl-acetic acid (2.5 g, 13.9 mmol) in tetrahydrofuran (15 ml) under argon at −10° C. was treated dropwise with borane-dimethylsulfide complex (1.45 ml, 15.3 mmol). The mixture was stirred at ambient temperature for 1.5 hours (CAUTION—exothermic reaction). The orange solution was cooled to ˜5° C. (ice bath) and methanol (1.4 ml) was added. After 0.5 hour at room temperature, the mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic extract was dried and evaporated to give a yellow oil (1.95 g, 84%).

후처리

  1. custom(CAUTION—exothermic reaction)
  2. additionwas added
  3. waitAfter 0.5 hour at room temperature
  4. customthe mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution
  5. extractionThe organic extract
  6. customwas dried
  7. customevaporated

출처 및 근거

ORD 기록
ord-dadc8725412f43c9a0455c7f5e60521b
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186730B2

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