3,4-dihydro-2H-pyran → HCID 67779059、化合物

HRID 128499ノート

反応式

HRID 128499 の反応式
[OH:1][CH:2]([CH2:9][NH:10][C:11](=[O:14])[CH2:12][Cl:13])[CH2:3][NH:4][C:5](=[O:8])[CH2:6][Cl:7].[O:15]1[CH:20]=[CH:19][CH2:18][CH2:17][CH2:16]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(Cl)Cl>[O:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]1[O:1][CH:2]([CH2:9][NH:10][C:11](=[O:14])[CH2:12][Cl:13])[CH2:3][NH:4][C:5](=[O:8])[CH2:6][Cl:7]

参加物

5

反応物 3

HCID 80803,4-dihydro-2H-pyranHCID 46875Acetamide, N,N'-(2-hydroxy-1,3-propylene)bis(chloro-HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

生成物 1

HCID 67779059HCID 67779059、化合物収率 86.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
5 °C

実験手順

To a suspension of 2-hydroxy-N,N'-1,3-propanediyl-bis(2-chloroacetamide) (12.16 g; 0.050 mol) and 3,4-dihydro-2H-pyran (6.31 g; 0.075 mol) in 350 ml of CH2Cl2, 1.25 g of pyridinium p-toluenesulfonate (PPTS) (0.005 mol ) are added in portions under stirring at a temperature of 5° C. After 30 minutes, temperature raises up to 20°-25° C. and the stirring is continued during 72 h; the solution is washed with 20% aqueous NaCl (2×100 ml), dried over Na2SO4 and concentrated to dryness under vacuum. The residue solidifies in n-hexane, and then after filtration, is crystallized from EtOH (115 ml) to obtain 14.1 g of 2-[(tetrahydro-2H-pyran-2-yl)oxy]-N,N'-1,3-propanediyl-bis(2-chloroacetamide).

後処理

  1. additionare added in portions
  2. temperaturetemperature raises up to 20°-25° C.
  3. waitthe stirring is continued during 72 h
  4. washthe solution is washed with 20% aqueous NaCl (2×100 ml)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated to dryness under vacuum
  7. filtrationafter filtration
  8. customis crystallized from EtOH (115 ml)

出典と根拠

ORDレコード
ord-f506b6d27076485b843917d830c28dfd
出典データセット
uspto-grants-1995_11
特許番号
US05464607

反応ノート

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