Acetic acid methanol → HCID 178476567、化合物

HRID 2271531ノート

反応式

HRID 2271531 の反応式
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:10][CH2:9][CH:8]([NH:11]C(=O)OCC2C=CC=CC=2)[CH2:7][CH2:6]1)[CH3:3].CO.[C:24]([OH:27])(=[O:26])[CH3:25]>[Pd]>[C:24]([OH:27])(=[O:26])[CH3:25].[C:24]([OH:27])(=[O:26])[CH3:25].[CH3:3][N:2]([CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([NH2:11])[CH2:7][CH2:6]1)[CH3:1]

参加物

4

反応物 2

HCID 10129899Acetic acid methanol2 回HCID 66715796Carbamic acid, N-[trans-4-[(dimethylamino)methyl]cyclohexyl]-, phenylmethyl ester

生成物 1

HCID 178476567HCID 178476567、化合物

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

To a flask containing Pd/C (1.5 g, Degussa type E101) was added methanol/acetic acid (100 mL, 3:1). Benzyl 4-((dimethylamino)methyl)cyclohexylcarbamate (15.8 g, 54 mmol) in methanol/acetic acid (300 mL, 3:1) was added. A balloon of H2 was added and the reaction stirred at rt for 6 h. The reaction was filtered through celite, the filtrate concentrated, and azeotroped with toluene. The thick oil was dried under vacuum to give desired product (17.9 g, crude) as a waxy solid. 1H NMR (300 MHz, MeOD) δ 3.11-2.98 (m, 1H), 2.78 (d, J=7.0 Hz, 2H), 2.69 (s, 6H), 2.07 (br d, J=13.9 Hz, 4H), 2.02-1.86 (m, 2H), 1.92 (s, 6H), 1.79-1.67 (m, 1H), 1.53-1.35 (m, 2H), 1.20-1.05 (m, 2H).

後処理

  1. additionA balloon of H2 was added
  2. filtrationThe reaction was filtered through celite
  3. concentrationthe filtrate concentrated
  4. customazeotroped with toluene
  5. customThe thick oil was dried under vacuum

出典と根拠

ORDレコード
ord-da74a59c1e6d4ab8b0fba14c9ca384b4
出典データセット
uspto-grants-2015_09
特許番号
US09120749B2

反応ノート

読み込み中…