Trifluoroacetic acid → 2-(2-hydroxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethanone

HRID 61309ノート

反応式

HRID 61309 の反応式
[O:1]=[C:2]([C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:21]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH:20]=1)[CH2:3][C:4]1[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=1[O:6]CC(OC(C)(C)C)=O.FC(F)(F)C(O)=O>ClCCl>[OH:6][C:5]1[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=1[CH2:3][C:2]([C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:21]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH:20]=1)=[O:1]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86691091t-butyl 2-(2-(2-oxo-2-(1-pentyl-1H-indol-3-yl)ethyl)phenoxy)acetate2 回

生成物 1

HCID 866910902-(2-hydroxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethanone収率 54%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

t-Butyl 2-(2-(2-oxo-2-(1-pentyl-1H-indol-3-yl)ethyl)phenoxy)acetate (O-desmethyl JWH-250 t-butyl 2-CME) 6 (1.09 g, 2.50 mmol) was dissolved in dichloromethane (20 ml) and trifluoroacetic acid (10 ml) was added and the reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue was purified by column chromatography (Biotage Isolera 4, SNAP-50 g, 50% ethyl acetate in hexane) to give 512 mg (54%) of O-desmethyl JWH-250 2-CME (Hapten 1) as a tan solid.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by column chromatography (Biotage Isolera 4, SNAP-50 g, 50% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-786b7da843d2405b9b0be44890d3e808
出典データセット
uspto-grants-2016_09
特許番号
US09441033B2

反応ノート

読み込み中…