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Hydrochloric Acid → tert-Butyl 2-[4-(2-butyl-4-chloro-5-hydroxymethyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate

HRID 1955742
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HRID 1955742 반응식
[BH4-].[Na+].[CH2:3]([C:7]1[N:8]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH:22]([CH:30]3[CH2:34][CH2:33][CH2:32][CH2:31]3)[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:18][CH:17]=2)[C:9]([CH:13]=[O:14])=[C:10]([Cl:12])[N:11]=1)[CH2:4][CH2:5][CH3:6].Cl>CCO>[CH2:3]([C:7]1[N:8]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([CH:22]([CH:30]3[CH2:31][CH2:32][CH2:33][CH2:34]3)[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:20][CH:21]=2)[C:9]([CH2:13][OH:14])=[C:10]([Cl:12])[N:11]=1)[CH2:4][CH2:5][CH3:6]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 15225591tert-Butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate

생성물 1

HCID 19072492tert-Butyl 2-[4-(2-butyl-4-chloro-5-hydroxymethyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
25 °C

실험 절차

265 mg (7 mmol) of sodium borohydride are added to 3.2 g (7 mmol) of the compound from Example I in 30 ml of EtOH and the mixture is stirred at 25° C. for 1 h. After addition of dilute HCl (pH 6), the mixture is extracted three times with CH2Cl2, the organic phase is dried over Na2SO4 and concentrated, and the residue is chromatographed on silica gel 60 using petroleum ether/ethyl acetate (1:1).

후처리

  1. extractionthe mixture is extracted three times with CH2Cl2
  2. dry with materialthe organic phase is dried over Na2SO4
  3. concentrationconcentrated
  4. customthe residue is chromatographed on silica gel 60 using petroleum ether/ethyl acetate (1:1)

출처 및 근거

ORD 기록
ord-5ba033133f494f9a902baaa217621160
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05776964

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