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

HRID 65962

반응식

HRID 65962 반응식
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

참가 물질

8

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-3047e19440954e358842fb822c7753d9
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04129655

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