(2-(4-Bromophenoxy)ethyl)dimethylamine → HCID 20216187、化合物

HRID 236562

反応式

HRID 236562 の反応式
[Mg].[CH3:2][N:3]([CH3:14])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10](Br)=[CH:9][CH:8]=1.[Cl:15][C:16]1[CH:17]=[C:18]([C:22](=[O:25])[CH2:23][CH3:24])[CH:19]=[CH:20][CH:21]=1>O1CCCC1>[CH2:23]([C:22]([OH:25])([C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([Cl:15])[CH:17]=1)[C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][CH2:4][N:3]([CH3:14])[CH3:2])=[CH:8][CH:9]=1)[CH3:24]

参加物

5

反応物 3

HCID 213877(2-(4-Bromophenoxy)ethyl)dimethylamineHCID 5871283'-ChloropropiophenoneHCID 5462224Magnesium

生成物 1

HCID 20216187HCID 20216187、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a Grignard reactant prepared from 2.2 g. of magnesium turnings and 23.4 g. of 4-[2-(dimethylamino)-ethoxy]-bromobenzene in 100 ml. of dry tetrahydrofurane a solution of 10 g. of m-chloro-propiophenone in 30 ml. of tetrahydrofurane is added dropwise, at 20° C. The reaction mixture is stirred at room temperature for another two hours, cooled, and filtered onto a 20% aqueous ammonium chloride solution. Tetrahydrofurane is distilled off in vacuo. The residue is extracted with ether, the ethereal phase is washed with water, dried over anhydrous magnesium sulfate, filtered, and ether is distilled off. Crystallization of the residue from a mixture of n-hexane and ethyl acetate yields 14.2 g. of the named compound, melting at 108° to 109° C.

後処理

  1. temperaturecooled
  2. filtrationfiltered onto a 20% aqueous ammonium chloride solution
  3. distillationTetrahydrofurane is distilled off in vacuo
  4. extractionThe residue is extracted with ether
  5. washthe ethereal phase is washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. distillationether is distilled off
  9. customCrystallization of the residue
  10. additionfrom a mixture of n-hexane and ethyl acetate
  11. customyields 14.2 g

出典と根拠

ORDレコード
ord-f166782117584096ac805d8aeac5b5c5
出典データセット
uspto-grants-1987_02
特許番号
US04645774

関連ノート

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