Diboron → HCID 14391988、化合物

HRID 477137ノート

反応式

HRID 477137 の反応式
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([N:16]2[C:21](=O)[CH2:20][O:19][CH:18]([C:23]3[N:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[S:26][CH:27]=3)[CH2:17]2)[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2].B#B>O1CCCC1>[C:1]([CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH:14]([N:16]2[CH2:21][CH2:20][O:19][CH:18]([C:23]3[N:24]=[C:25]([C:28]([F:30])([F:31])[F:29])[S:26][CH:27]=3)[CH2:17]2)[CH3:15])=[CH:11][CH:12]=1)([O:3][CH3:4])=[O:2]

参加物

4

反応物 2

HCID 6328200DiboronHCID 19974202N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-trifluoromethyl-thiazol-4-yl)morpholin-5-one

生成物 1

HCID 14391988HCID 14391988、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

1.2 g (0.0026 mol) of N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-trifluoromethyl-thiazol-4-yl)morpholin-5-one (diastereomer A) are dissolved in 10 ml of absolute tetrahydrofuran at 22° C. Three portions of 2.8 ml (0.0028 mol) of a 1 molar solution of diborane in tetrahydrofuran are added dropwise to this solution at intervals of 30 minutes in each instance. The mixture is evaporated to dryness after 1.5 hours. The resulting residue is taken up in 80 ml of methanol and the solution is left to stand at room temperature for 16 hours. It is again evaporated to dryness and the resulting residue is taken up in methylene chloride, and the organic phase is extracted with a cold aqueous ammonia solution. The methylene chloride phase is extracted 2 x with water, and the organic phase is dried over sodium sulphate and concentrated. The resulting residue is purified on a silica gel column using toluene/ethyl acetate=8:2 as eluant. This results in a colourless oil.

後処理

  1. customThe mixture is evaporated to dryness after 1.5 hours
  2. waitthe solution is left
  3. customIt is again evaporated to dryness
  4. extractionthe organic phase is extracted with a cold aqueous ammonia solution
  5. extractionThe methylene chloride phase is extracted 2 x with water
  6. dry with materialthe organic phase is dried over sodium sulphate
  7. concentrationconcentrated
  8. customThe resulting residue is purified on a silica gel column
  9. customThis results in a colourless oil

出典と根拠

ORDレコード
ord-e0003033588a4c0b8412074c045d2ecd
出典データセット
uspto-grants-1989_12
特許番号
US04886814

反応ノート

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