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Hydrochloric Acid → 4-[2,2-Bis(4-fluorophenyl)ethyl]piperidine hydrochloride hydrate

HRID 1709855
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HRID 1709855 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)([OH:16])[CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[H][H].[ClH:26].CCOCC>[Pt].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.CO>[OH2:16].[ClH:26].[F:23][C:20]1[CH:21]=[CH:22][C:17]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 15020359alpha,alpha-Bis(4-fluorophenyl)-4-pyridineethanolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 199831054-[2,2-Bis(4-fluorophenyl)ethyl]piperidine hydrochloride hydrate

시약·촉매·용매 3

HCID 23939Platinum
촉매
HCID 887Methanol용매
HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester용매

실험 절차

A mixture of 10.0 g (0.30 mole) α,α-bis(4-fluoropheny)-4-pyridineethanol of 1.2 g of 5% platinum on carbon catalyst in 200 ml of acetic and was shaken under an atomsphere of hydrogen (49 psi)for 16 hr. The solution was filtered through Celite®, and the solvent was removed in vacuo. The residue was partitioned between methylene chloride and dilute sodium hydroxide. The solvent was removed in vacuo to give an oil. This was dissolved in methanol, an excess of ethereal hydrogen chloride was added and ether was added. A precipitate was collected to give 7.58 g (72.4%)as a white, crystalline solid, m.p. 171°-173° C.

후처리

  1. filtrationThe solution was filtered through Celite®
  2. customthe solvent was removed in vacuo
  3. customThe residue was partitioned between methylene chloride and dilute sodium hydroxide
  4. customThe solvent was removed in vacuo
  5. customto give an oil
  6. customA precipitate was collected
  7. customto give 7.58 g (72.4%)as a white, crystalline solid, m.p. 171°-173° C.

출처 및 근거

ORD 기록
ord-24d604a3540e401485aab46c83fd1feb
출처 데이터셋
uspto-grants-1990_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04950674

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