Sodium Hydroxide → 2-Amino-4-hydroxy-3-methylbenzonitrile

HRID 1443449ノート

反応式

HRID 1443449 の反応式
[NH2:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][C:5](C(O)=O)=[C:4]([OH:13])[C:3]=1[CH3:14].[OH-].[Na+]>N1C2C(=CC=CC=2)C=CC=1>[NH2:1][C:2]1[C:3]([CH3:14])=[C:4]([OH:13])[CH:5]=[CH:9][C:10]=1[C:11]#[N:12]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 125651984-Amino-5-cyano-2-hydroxy-3-methylbenzoic acid

生成物 1

HCID 134647162-Amino-4-hydroxy-3-methylbenzonitrile収率 82%

試薬・触媒・溶媒 1

HCID 7047Quinoline溶媒

反応条件

温度
170 °C

実験手順

A mixture of compound 75 (19 g, 0.1 mol) in quinoline (50 mL) was heated to 170° C. for 2 h (until effervescence ceased). The reaction mixture was cooled to RT and aqueous NaOH solution was added (1M, 500 mL) followed by pet. ether (500 mL). The reaction mixture was stirred for 15 min and the aqueous layer was separated. The aqueous layer was further washed with pet. ether (2×300 mL) to remove quinoline completely. The aqueous layer was acidified with 1.5N HCl to pH=5, the solid was filtered off and dried under vacuum. The obtained solid was further washed with 5% ethyl acetate in pet. ether to give pure title compound (12 g, 82%).

後処理

  1. temperatureThe reaction mixture was cooled to RT
  2. customthe aqueous layer was separated
  3. washThe aqueous layer was further washed with pet. ether (2×300 mL)
  4. customto remove quinoline completely
  5. filtrationthe solid was filtered off
  6. customdried under vacuum
  7. washThe obtained solid was further washed with 5% ethyl acetate in pet. ether

出典と根拠

ORDレコード
ord-c1ebabe1b90842a798dfaf8301af5b15
出典データセット
uspto-grants-2010_02
特許番号
US07659245B2

反応ノート

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