Bromine → 3-[(4-Bromo-2,5-dimethylphenyl)thio]propanoic acid

HRID 1602773ノート

反応式

HRID 1602773 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[S:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13].[Br:15]Br>ClCCl>[Br:15][C:6]1[C:5]([CH3:8])=[CH:4][C:3]([S:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[C:2]([CH3:1])[CH:7]=1

参加物

4

反応物 2

HCID 24408BromineHCID 167883143-(2,5-Dimethyl-phenylsulfanyl)-propionic acid

生成物 1

HCID 196075383-[(4-Bromo-2,5-dimethylphenyl)thio]propanoic acid収率 99%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
5 °C

実験手順

25.23 g (0.12 mol) of the title compound of Example 1, Step A was dissolved in 250 mL of dichloromethane and cooled to 5° C. A solution of 19.12 g (0.12 mol) of bromine in 25 mL of dichloromethane was added dropwise over 45 minutes, keeping the reaction temperature at 5° C. The reaction was then allowed to warm to room temperature, diluted with 200 mL of dichloromethane and washed twice with 400 mL of water. The organice layer was separated, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to yield 34.35 g of the title compound of step A as a white solid melting at 105-107° C. 1H NMR (CDCl3): δ2.33 (s,3H), 2.34 (s, 3H), 2.67 (t, 2H), 3.10 (t, 2H), 7.18 (s, 1H), 7.36 (s, 1H).

後処理

  1. customat 5° C
  2. temperatureto warm to room temperature
  3. washwashed twice with 400 mL of water
  4. customThe organice layer was separated
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3ded7d574ea9484d809cdf4bae618c6e
出典データセット
uspto-grants-1999_11
特許番号
US05985799

反応ノート

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