3-Chloro-4-methyl-5-nitrobenzoic acid → (3-Chloro-4-methyl-5-nitrophenyl)methanol

HRID 1106754ノート

反応式

HRID 1106754 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[C:10]=1[CH3:11])[C:5](O)=[O:6]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[C:10]=1[CH3:11]

参加物

3

反応物 1

HCID 221074573-Chloro-4-methyl-5-nitrobenzoic acid

生成物 1

HCID 18789738(3-Chloro-4-methyl-5-nitrophenyl)methanol収率 49.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

4.2 g of 3-chloro-4-methyl-5-nitro benzoic acid was dissolved in 20 ml dry THF and the solution was cooled to 0° C. BH3 -THF (28 ml) solution was added in 2 ml portions. After 1 hr, the reaction mixture was poured onto 100 g of ice containing saturated NaHCO3 solution. The mixture was extracted with ether (3×75 ml). The extracts were washed with brine, dried (anhydrous MgSO4), filtered, and concentrated. The resultant brown oil was applied to a SiO2 column as a solution in toluene and eluted with 25% ethyl acetate in hexane to give 1.96 g of (3-chloro-4-methyl-5-nitrophenyl)methanol.

後処理

  1. extractionThe mixture was extracted with ether (3×75 ml)
  2. washThe extracts were washed with brine
  3. dry with materialdried (anhydrous MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. washeluted with 25% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-99401c4c6d1f4eb9a08b8f5eafe278c8
出典データセット
uspto-grants-2000_05
特許番号
US06057349

反応ノート

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