Hydrochloric Acid → 2-(3-Bromophenyl)-1,1,1-trifluoropropan-2-ol

HRID 1055698

反応式

HRID 1055698 の反応式
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:6]=[C:7]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=1.O.Cl>C(OCC)C.C1COCC1>[Br:4][C:5]1[CH:6]=[C:7]([C:11]([OH:16])([CH3:1])[C:12]([F:14])([F:15])[F:13])[CH:8]=[CH:9][CH:10]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 146474423'-Bromo-2,2,2-trifluoroacetophenoneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 534963842-(3-Bromophenyl)-1,1,1-trifluoropropan-2-ol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Under argon and with stirring, 22.7 ml (22.7 mmol) of a 1 M solution of methylmagnesium bromide in diethyl ether were added dropwise at 0° C. to a solution of 5.22 g (20.6 mmol) of 1-(3-bromophenyl)-2,2,2-trifluoroethanone in 40 ml of anhydrous THF. After the addition had ended, the reaction mixture was stirred at 0° C. for another 30 min. Then—still at 0° C.—excess Grignard reagent was hydrolyzed by careful addition of water. The mixture was then adjusted to a pH of about 5 by addition of 2 M hydrochloric acid. The phases were separated and the aqueous phase was extracted twice with in each case about 20 ml of diethyl ether. The combined organic phases were dried over magnesium sulphate, filtered and evaporated to dryness on a rotary evaporator. This gave 5.32 g (95% of theory) of the title compound.

後処理

  1. additionAfter the addition
  2. stirringthe reaction mixture was stirred at 0° C. for another 30 min
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted twice with in each case about 20 ml of diethyl ether
  5. dry with materialThe combined organic phases were dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated to dryness on a rotary evaporator

出典と根拠

ORDレコード
ord-278936dc20314accbb430192d8908667
出典データセット
uspto-grants-2016_07
特許番号
US09394309B2

関連ノート

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