Potassium Hydroxide → 2-(2-Piperidin-4-ylphenyl)propan-2-ol

HRID 587637ノート

反応式

HRID 587637 の反応式
[OH:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)([CH3:4])[CH3:3].[OH-].[K+]>C(O)(C)C.O>[NH:14]1[CH2:15][CH2:16][CH:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:2]([OH:1])([CH3:3])[CH3:4])[CH2:12][CH2:13]1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 57459608Tert-butyl 4-[2-(1-hydroxy-1-methyl ethyl)phenyl]piperidine-1-carboxylate

生成物 1

HCID 574596102-(2-Piperidin-4-ylphenyl)propan-2-ol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3776Isopropanol溶媒

実験手順

A solution of intermediate D40 (27 g, 5.636 mmol) and KOH (2.433 g, 43.357 mmol) in isopropyl alcohol (13.5 ml) and water (27 ml) was heated at 180° C. under microwave irradiation for 60 min. After cooling to r.t., the mixture was washed with water and NaCl (aqueous saturated solution). The organic phase was dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 10% as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D41 as a yellow solid (1.041. g, 84%). M.P. 219.5° C.

後処理

  1. washthe mixture was washed with water and NaCl (aqueous saturated solution)
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. customthe solvent evaporated in vacuo
  4. customThe crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 10% as eluent)
  5. customThe desired fractions were collected
  6. concentrationconcentrated in vacuo
  7. customto yield intermediate compound D41 as a yellow solid (1.041. g, 84%)

出典と根拠

ORDレコード
ord-fd7ad55c620c4796b71400d54d95b4ce
出典データセット
uspto-grants-2016_01
特許番号
US09226930B2

反応ノート

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