2-Tert-Butylphenol → 2-(2-Tert-butylphenoxy)-3-nitrothiophene

HRID 555429

反応式

HRID 555429 の反応式
Cl[C:2]1[S:3][CH:4]=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8].[C:10]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20])([CH3:13])([CH3:12])[CH3:11].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[C:10]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8])([CH3:13])([CH3:11])[CH3:12]

参加物

5

反応物 3

HCID 69232-Tert-ButylphenolHCID 11430Potassium CarbonateHCID 2201862-Chloro-3-nitrothiophene

生成物 1

HCID 598573712-(2-Tert-butylphenoxy)-3-nitrothiophene

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
105 °C

実験手順

To a solution of 2-chloro-3-nitrothiophene (1.13 g, 6.93 mmol) in NMP (10 mL) in a pressure vessel was added 2-tert-butylphenol (1.04 g, 6.93 mmol) and K2CO3 (1.0 g, 10.1 mmol). The reaction was flushed with nitrogen, sealed and then heated to 105° C. for 48 h. The reaction was cooled to rt, diluted with EtOAc (˜150 mL) and washed twice with saturated aqueous NaCl (2ט150 mL). The aqueous washes were then back extracted with EtOAc. The combined organics were dried over MgSO4, filtered and concentrated to yield the crude desired product.

後処理

  1. customThe reaction was flushed with nitrogen
  2. customsealed
  3. temperatureThe reaction was cooled to rt
  4. additiondiluted with EtOAc (˜150 mL)
  5. washwashed twice with saturated aqueous NaCl (2ט150 mL)
  6. extractionThe aqueous washes were then back extracted with EtOAc
  7. dry with materialThe combined organics were dried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-eb9dfcffa5234e0e81072bfdd967b62b
出典データセット
uspto-grants-2011_11
特許番号
US08053450B2

関連ノート

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