Benzo-1,3-dioxole-5-acetic acid → 1-(1,3-Dioxaindan-5-yl)ethan-1-ol

HRID 1166994

반응식

HRID 1166994 반응식
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][C:11](O)=O)=[CH:4][C:3]=2[O:2]1.B.C1C[O:18]CC1>C1COCC1>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([OH:18])[CH3:11])=[CH:4][C:3]=2[O:2]1

참가 물질

4

반응물 2

HCID 76115Benzo-1,3-dioxole-5-acetic acidHCID 2723981Borane;tetrahydrofuran

생성물 1

HCID 2218821-(1,3-Dioxaindan-5-yl)ethan-1-ol수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(3,4-methylenedioxy)phenylacetic acid (5 g, 25.75 mmol) in anhydrous THF (20 ml) at 0° C. was added BH3THF (40 ml, 1.0 M in THF). The mixture was stirred at room temperature for 1 h. To work up, THF was evaporated on a rotavap. The residue was treated with water (100 ml) Acidified and extracted with ether (2×100 ml). Removal of the solvent under reduced pressure gave 2-(3,4-methylenedioxy)phenyl-1-ethanol as an oil (4.7 g, 98% yield).

후처리

  1. customTHF was evaporated on a rotavap
  2. additionThe residue was treated with water (100 ml)
  3. extractionextracted with ether (2×100 ml)
  4. customRemoval of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-bb4f0a95448a4016a91992a3df1c16c5
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06613804B2

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