Hydrogen Bromide → HCID 59750636、化合物

反応式

C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([CH2:12][OH:13])[CH2:6]2.Br>>[OH:13][CH2:12][CH:7]1[CH2:6][C:5]2[C:9](=[CH:10][CH:11]=[C:3]([OH:2])[CH:4]=2)[CH2:8]1

参加物

反応物 2

HCID 260Hydrogen Bromide

HCID 23044254(5-Methoxy-indan-2-yl)-methanol

生成物 1

HCID 59750636HCID 59750636、化合物収率 63.1%

実験手順

Combine (5-Methoxy-indan-2-yl)-methanol (117.0 mg, 0.65 mmol), and 48% HBr (aq). After the reaction refluxes for 30 minutes, cool to room temperature and extract the product with ethyl acetate. Wash with brine and dry over Na2SO4. After concentrating the organic layer under reduced pressure, flash chromatograph using 2/1 Hexanes/Ethyl acetate eluent to afford 67.3 mg, 0.41 mmol (63% yield) of the title compound: 1H NMR (500 MHz, CDCl3); 2.6-2.8 (3H, m), 2.9-3.1 (2H, m), 3.6-3.8 (2H, m), 6.6-6.8 (2H, m), 7.0-7.1 (1H, m); TLC 1:1 Hexanes:Ethyl acetate Rf:=0.3.

後処理

extractionextract the product with ethyl acetate
washWash with brine
dry with materialdry over Na2SO4
concentrationAfter concentrating the organic layer under reduced pressure, flash chromatograph

出典と根拠

ORDレコード: ord-de1a749bb62e4ad0b3e90500877e5a8b
出典データセット: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08101638B2

反応ノート

読み込み中…

参加物