Sulfuric Acid → 2-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propan-1-ol

HRID 224217

反応式

HRID 224217 の反応式
C[O:2][C:3](=O)[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[CH:9][CH:8]=1)[CH3:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].S(=O)(=O)(O)O>C(OCC)C>[F:21][C:20]([F:22])([F:23])[C:17]1[CH:18]=[CH:19][C:14]([O:13][C:10]2[CH:11]=[CH:12][C:7]([O:6][CH:4]([CH3:5])[CH2:3][OH:2])=[CH:8][CH:9]=2)=[CH:15][CH:16]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 94586Trifop-methylHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 128048852-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propan-1-ol収率 79.3%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
35 °C

実験手順

6.6 g of methyl-α-[4-(4-trifluoromethylphenoxy)-phenoxy]propionate was dissolved in 15 ml of anhydrous diethyl ether, and the solution was added slowly to a dispersion of 0.4 g of lithium aluminum hydride in 50 ml of anhydrous diethyl ether while cooling. After completion of the addition, the mixture was refluxed at about 35° C. for 10 minutes to complete the reaction. The reaction mixture was poured into an appropriate amount of ice water to decompose any remaining unreacted lithium aluminum hydride, and 10% sulfuric acid was added to the mixture. The ethereal layer was separated, extracted twice with diethyl ether and dried over anhydrous sodium sulfate. The ether was removed from the dried extract and the resulting residue was distilled under reduced pressure to obtain 4.8 g of the desired product having a boiling point of 165° to 168° C./3 mmHg.

後処理

  1. temperaturewhile cooling
  2. additionAfter completion of the addition
  3. customthe reaction
  4. additionwas added to the mixture
  5. customThe ethereal layer was separated
  6. extractionextracted twice with diethyl ether
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe ether was removed from the dried
  9. extractionextract
  10. distillationthe resulting residue was distilled under reduced pressure

出典と根拠

ORDレコード
ord-5d4a87f1bd954ea2b70005e1796ed0ae
出典データセット
uspto-grants-1980_11
特許番号
US04231787

関連ノート

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