Toluene → 2-(2-fluorobiphenyl-4-yl)-N-methylpropanohydroxamic acid

HRID 1110888ノート

反応式

HRID 1110888 の反応式
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[C:9](Cl)=[O:10])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(Cl)(=O)C(Cl)=O.C1(C)C=CC=CC=1.Cl.[CH3:33][NH:34][OH:35]>O1CCCC1.O.C(N(CC)CC)C>[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[C:9]([N:34]([CH3:33])[OH:35])=[O:10])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

8

反応物 4

HCID 1140TolueneHCID 65578Oxalyl chlorideHCID 77906N-methylhydroxylamine hydrochlorideHCID 11032707Flurbiprofen Acid Chloride

生成物 1

HCID 156705292-(2-fluorobiphenyl-4-yl)-N-methylpropanohydroxamic acid

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

2-(2-Fluorobiphenyl-4-yl)propionic acid chloride (prepared in the normal manner from 1.75 g of acid, ca 1 ml of oxalyl chloride, toluene, and 3 drops of N,N-(dimethylformamide) was dissolved in tetrahydrofuran (30 ml) and added over 5-10 minutes to a solution of N-Methylhydroxylamine hydrochloride (ca 2 g) in water (5 ml) containing triethylamine (5 ml) at 0°. Solvent was evaporated, and neutral material was isolated with ethyl acetate. Recrystallization from ether-light petroleum (b.pt. 40°-60°) afforded 2-(2-fluorobiphenyl-4-yl)-N-methylpropanohydroxamic acid (1.25 g), m.pt. 125°-126° C.

後処理

  1. customSolvent was evaporated
  2. customneutral material was isolated with ethyl acetate
  3. customRecrystallization from ether-light petroleum (b.pt. 40°-60°)

出典と根拠

ORDレコード
ord-7cfac5d228684e868b4bdf1e1b9d18fd
出典データセット
uspto-grants-1990_12
特許番号
US04977188

反応ノート

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