Hydrochloric Acid → 2-[2-(4-Hydroxy-4-phenylpiperidino)ethyl]-1,4-benzodioxan hydrochloride

HRID 441427

反応式

HRID 441427 の反応式
O1C2C=CC=CC=2OCC1CC=O.OC1(C2C=CC=CC=2)CCNCC1.[ClH:27].[OH:28][C:29]1([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[CH2:34][CH2:33][N:32]([CH:35]=[CH:36][CH:37]2[O:42][C:41]3[CH:43]=[CH:44][CH:45]=[CH:46][C:40]=3[O:39][CH2:38]2)[CH2:31][CH2:30]1.C([BH3-])#N.[Na+].[OH-].[Na+]>CO>[ClH:27].[OH:28][C:29]1([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[CH2:30][CH2:31][N:32]([CH2:35][CH2:36][CH:37]2[O:42][C:41]3[CH:43]=[CH:44][CH:45]=[CH:46][C:40]=3[O:39][CH2:38]2)[CH2:33][CH2:34]1

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 963874-Phenylpiperidin-4-olHCID 5003444Sodium cyanoborohydrideHCID 21331989(2,3-Dihydro-1,4-benzodioxin-2-yl)acetaldehydeHCID 539274311-[2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethenyl]-4-phenylpiperidin-4-ol

生成物 1

HCID 213320052-[2-(4-Hydroxy-4-phenylpiperidino)ethyl]-1,4-benzodioxan hydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To the solution of 10 g of 1,4-benzodioxan-2-yl-acetaldehyde and 12.7 g of 4-hydroxy-4-phenylpiperidine in 300 ml of methanol is added 8 ml of 4.5 N ethanolic hydrogen chloride at which conditions the 2-[2-(4-hydroxy-4-phenylpiperidino)-vinyl]-1,4-benzodioxan is formed in situ. After standing for one hour, at room temperature the solution of 2.4 g of sodium cyanoborohydride in 30 ml of methanol is added dropwise while stirring. After one hour the solution is made strongly basic with aqueous sodium hydroxide, concentrated to a small volume and diluted with water. The mixture is extracted with ethyl acetate, the extract dried and evaporated. The residue is treated with ethanolic hydrogen chloride and the precipitate recrystallized from ethanoldiethyl ether, to yield the 2-[2-(4-hydroxy-4-phenylpiperidino)-ethyl]-1,4-benzodioxan hydrochloride melting at 203°.

後処理

  1. customis formed in situ
  2. concentrationconcentrated to a small volume
  3. additiondiluted with water
  4. extractionThe mixture is extracted with ethyl acetate
  5. customthe extract dried
  6. customevaporated
  7. additionThe residue is treated with ethanolic hydrogen chloride
  8. customthe precipitate recrystallized from ethanoldiethyl ether

出典と根拠

ORDレコード
ord-cc8e25f91d454cdc83def236adb50686
出典データセット
uspto-grants-1977_08
特許番号
US04039676

関連ノート

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