2-Fluorobenzoyl chloride → Benzophenone
反応式
O1C2C=C3OC=CC3=CC=2CN1.COC(/C=C/C1[CH:24]=[C:23](O)[C:22]2[O:26][CH:27]([C:33]3[CH:34]=[CH:35][C:36](O)=[C:37](O)[CH:38]=3)[CH:28]([C:29](OC)=O)[C:21]=2C=1)=O.FC1C=CC=CC=1C(Cl)=O>>[C:27]([C:28]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:29]=1)(=[O:26])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1参加物
実験手順
Reaction Scheme 2 proved to be useful for preparing compounds with different substituents at the 8-position of the dihydrofuro[3,2-f]-1,2-benzisoxazole nucleus. In this process, a dihydrobenzofuran intermediate (5) (prepared in Scheme 3) was subjected to a Friedel-Crafts reaction with o-fluorobenzoyl chloride to give the benzophenone intermediates (6) or (7). Use of mild reaction conditions in this acylation reaction gave the methyl ether (6) whereas more vigorous conditions led directly to the demethylated product (7). Reaction of the benzophenone (7) with hydroxylamine hydrochloride gave the corresponding oxime (8) which was converted to the oxime acetate (9) with acetic anhydride. Cyclization to (10) was achieved by treatment of the oxime acetate intermediate (9) with sodium hydride in N,N-dimethylformamide solution. The final carboxylic acid derivatives (11) were obtained from (10) by a hydrolysis reaction using potassium hydroxide in aqueous ethanol.
後処理
- customReaction Scheme 2
出典と根拠
- ORDレコード
- ord-b532f96d535349ab9bffe2e4504f3b00
- 出典データセット
- uspto-grants-1984_12
- 特許番号
- US04490384
反応ノート
読み込み中…