4-Tert-butyl 3-methyl 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylate → 3-Thiomorpholinecarboxylic acid, methyl ester, 1,1-dioxide

HRID 421185ノート

反応式

HRID 421185 の反応式
[N:1]1(C(OC(C)(C)C)=O)[CH2:6][CH2:5][S:4](=[O:8])(=[O:7])[CH2:3][CH:2]1[C:9]([O:11][CH3:12])=[O:10]>C(Cl)Cl.FC(F)(F)C(O)=O>[NH:1]1[CH2:6][CH2:5][S:4](=[O:7])(=[O:8])[CH2:3][CH:2]1[C:9]([O:11][CH3:12])=[O:10]

参加物

4

反応物 1

HCID 592159004-Tert-butyl 3-methyl 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylate

生成物 1

HCID 592157783-Thiomorpholinecarboxylic acid, methyl ester, 1,1-dioxide収率 94.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
0 °C

実験手順

To a solution of 4-(1,1-dimethylethyl) 3-methyl 3,4-thiomorpholinedicarboxylate 1,1-dioxide (D15; 1.73 g, 5.9 mmol) in 17 ml of anhydrous methylene chloride, trifluoroacetic acid (4.2 ml) was added dropwise while stirring at 0° C. under nitrogen atmosphere. The solution was stirred for 3 h, while allowing it to reach room temperature. The solvent was removed under reduced pressure and the residue was loaded on a SCX cartridge, washed with methanol and eluted with 0.5M methanolic ammonia. The basic fractions were collected and the solvent removed leaving 1.08 g of the target product.

後処理

  1. stirringThe solution was stirred for 3 h
  2. customto reach room temperature
  3. customThe solvent was removed under reduced pressure
  4. washwashed with methanol
  5. washeluted with 0.5M methanolic ammonia
  6. customThe basic fractions were collected
  7. customthe solvent removed

出典と根拠

ORDレコード
ord-cf0f8aedc3214000999b1d0496d194a2
出典データセット
uspto-grants-2012_01
特許番号
US08097618B2

反応ノート

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