Hydrochloric Acid → 4-Phenylpiperidine-4-methanol

HRID 238274

反応式

HRID 238274 の反応式
[C:1]1([C:7]2([C:13](O)=[O:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B.CO.Cl>C1COCC1>[C:1]1([C:7]2([CH2:13][OH:14])[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6331BoraneHCID 192594-Phenylpiperidine-4-carboxylic acid, compound with toluene-p-sulphonic acid

生成物 1

HCID 778964-Phenylpiperidine-4-methanol収率 71.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-Phenyl-piperidine-4-carboxylic acid (1.0 g, 2.7 mmol) was added to a solution of borane in THF (1 M, 15 mL). The mixture was then heated at reflux for 1 hour, and then methanol (3 mL) was carefully added dropwise. The mixture was heated at reflux for 1 hour and allowed to cool to room temperature and hydrochloric acid (1 N, 2 mL) was added and the mixture left to stand overnight. The solvent was then removed by evaporation under vacuum and the residue triturated with acetone. The resulting solid was isolated by filtration, washed with diethyl ether and dried under vacuum to afford the title compound as a white solid (0.37 g). LCMS m/z 192.2 [M+H]+. R.T.=0.69 min (Analytical Method 4).

後処理

  1. temperatureThe mixture was then heated
  2. temperatureat reflux for 1 hour
  3. temperatureThe mixture was heated
  4. temperatureat reflux for 1 hour
  5. waitthe mixture left
  6. customThe solvent was then removed by evaporation under vacuum
  7. customthe residue triturated with acetone
  8. customThe resulting solid was isolated by filtration
  9. washwashed with diethyl ether
  10. customdried under vacuum

出典と根拠

ORDレコード
ord-a8284ba1c55d4cfbafe1e3f8191f156e
出典データセット
uspto-grants-2014_02
特許番号
US08642621B2

関連ノート

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