Hydrochloric Acid → 3-Fluoro-4-nitrobenzyl alcohol

HRID 1962353ノート

反応式

HRID 1962353 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5](O)=[O:6].Cl>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 2306533-Fluoro-4-nitrobenzoic acid

生成物 1

HCID 27746583-Fluoro-4-nitrobenzyl alcohol収率 97%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 3-fluoro-4-nitrobenzoic acid (2.0 g, 10.8 mmol) in THF (50 ml) at 0° C. was added BH3.Me2S complex (2.215 ml, 22.15 mmol) drop-wise. The mixture was stirred at 0° C. for 3 h, and was then stirred at 65° C. for 18 h. To the cooled mixture was added ice (50 g), followed by 1 N aq. HCl (100 ml), and the resulting mixture was extracted with EtOAc (200 ml). The organic layer was dried over Na2SO4, filtered and concentrated in vacuo to provide the title compound as a white solid (1.79 g, 97%).

後処理

  1. stirringwas then stirred at 65° C. for 18 h
  2. extractionthe resulting mixture was extracted with EtOAc (200 ml)
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8f79d2b6447d4908af02191330167dde
出典データセット
uspto-grants-2013_04
特許番号
US08415351B2

反応ノート

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