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Hydrochloric Acid → (4-(tetrahydro-2H-pyran-4-yl)phenyl)methanamine

HRID 1961440
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HRID 1961440 반응식
[O:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[BH4-].[Na+].Cl>C(OCC)C.Cl[Ni]Cl>[O:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][NH2:12])=[CH:13][CH:14]=2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 666329764-(Tetrahydro-2H-pyran-4-yl)benzonitrile

생성물 1

HCID 66632713(4-(tetrahydro-2H-pyran-4-yl)phenyl)methanamine

시약·촉매·용매 2

HCID 24385Nickel Dichloride촉매HCID 3283Diethyl Ether용매

실험 절차

340 mg (1.82 mmol) 4-(tetrahydro-2H-pyran-4-yl)benzonitrile was reduced according to the general procedure with NiCl2 and NaBH4. The intermediate Boc-protected amine was treated with 2M HCl in diethyl ether to remove the Boc group. The crude was treated with aqueous NaHCO3 and extracted with CH2Cl2 to afford after drying and evaporation 234 mg (67%) of the title compound as an oil.

후처리

  1. customto remove the Boc group
  2. additionThe crude was treated with aqueous NaHCO3
  3. extractionextracted with CH2Cl2
  4. customto afford
  5. customafter drying
  6. customevaporation 234 mg (67%) of the title compound as an oil

출처 및 근거

ORD 기록
ord-cb02278ac7bc4603b1ee21a0a2d30466
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415333B2

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