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

HRID 456586ノート

反応式

HRID 456586 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-dadc8725412f43c9a0455c7f5e60521b
出典データセット
uspto-grants-2007_03
特許番号
US07186730B2

反応ノート

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