HCID 178500691、化合物 → HCID 178500650、化合物

HRID 1713794ノート

反応式

HRID 1713794 の反応式
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([C@H:13]2[CH2:18][CH2:17][C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)(=O)=O>CO.[Pd]>[C:10]1([C@H:13]2[CH2:14][CH2:15][C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:17][CH2:18]2)[CH:11]=[CH:12][CH:7]=[CH:8][CH:9]=1

参加物

4

反応物 1

HCID 178500691HCID 178500691、化合物

生成物 1

HCID 178500650HCID 178500650、化合物収率 95.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

10% Pd/C (4520 mg) was added to a solution of methyl [trans-4-(4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)cyclohexyl]acetate (prepared as described in Patent Application WO2004/047755) (8100 mg) in MeOH (150 mL). The resulting suspension was stirred for 16 h under an atmosphere of Hydrogen. The suspension was filtered through diatomaceous earth and concentrated in vacuo to give a slurry. This was extracted into EtOAc (300 mL). The organic extract was washed with saturated aqueous sodium hydrogen carbonate solution (75 mL) and then brine (75 mL). The organic layer was dried and concentrated in vacuo to give the title compound (4720 mg) as an oil; 1H NMR δ 7.28-7.11 (5H, m), 3.58 (3H, s), 2.43 (1H+DMSO, m), 2.22 (2H, d), 1.83-1.67 (5H, m), 1.44 (2H, m), 1.13 (2H, m); MS m/e MH+ 233.

後処理

  1. filtrationThe suspension was filtered through diatomaceous earth
  2. concentrationconcentrated in vacuo
  3. customto give a slurry
  4. extractionThis was extracted into EtOAc (300 mL)
  5. extractionThe organic extract
  6. washwas washed with saturated aqueous sodium hydrogen carbonate solution (75 mL)
  7. customThe organic layer was dried
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8396a0a9e497469b9817541a20f5e1be
出典データセット
uspto-grants-2010_09
特許番号
US07795283B2

反応ノート

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