Dimethylformamide → HCID 90136031、化合物

HRID 2275797ノート

反応式

HRID 2275797 の反応式
[NH2:1][CH2:2][CH:3]([OH:9])[CH2:4][O:5][CH:6]([CH3:8])[CH3:7].Cl[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12].C(N(C(C)C)CC)(C)C.CN(C=O)C>C1COCC1>[OH:9][CH:3]([CH2:4][O:5][CH:6]([CH3:8])[CH3:7])[CH2:2][NH:1][C:11](=[O:12])[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10387Benzyl chloroformateHCID 81531DiisopropylethylamineHCID 6623501-Amino-3-isopropoxy-propan-2-ol

生成物 1

HCID 90136031HCID 90136031、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1 g of rac-1-amino-3-isopropoxypropan-2-ol (7.5 mmol, 1 equivalent) were initially charged in 25 ml of THF, and 1.16 ml of benzyl chloroformate (8.3 mmol, 1.1 equivalents), 3.9 ml of diisopropylethylamine (22.5 mmol, 3 equivalents) and 183 mg of N,N-dimethylaminopyridine (1.5 mmol, 0.2 equivalents) were added. The reaction mixture was stirred at RT, and after about 30 min 5 ml of DMF were added. After a further 2.5 h at RT, the mixture was concentrated to dryness. The residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate solution and then with saturated aqueous sodium chloride solution. The organic phase was dried over magnesium sulphate, filtered and concentrated. The residue was used without further purification for the next reaction.

後処理

  1. concentrationthe mixture was concentrated to dryness
  2. washwashed with saturated aqueous sodium bicarbonate solution
  3. dry with materialThe organic phase was dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was used without further purification for the next reaction

出典と根拠

ORDレコード
ord-01e565fc6cd34823ab50ff6ba55b6e18
出典データセット
uspto-grants-2015_09
特許番号
US09126998B2

反応ノート

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