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Lithium borohydride → tert-Butyl 4-(3-(hydroxymethyl)phenyl)piperazine-1-carboxylate

HRID 577275
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HRID 577275 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20](OCC)=[O:21])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Li+]>C1COCC1>[OH:21][CH2:20][C:16]1[CH:15]=[C:14]([N:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:13][CH2:12]2)[CH:19]=[CH:18][CH:17]=1
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참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 162179411-Boc-4-(3-(ethoxycarbonyl)phenyl)piperazine

생성물 1

HCID 29949342tert-Butyl 4-(3-(hydroxymethyl)phenyl)piperazine-1-carboxylate수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

tert-Butyl-4-(3-(ethoxycarbonyl)phenyl)piperazine-1-carboxylate (0.20 g, 0.60 mmol) was dissolved in THF (1 mL) and lithium borohydride (0.10 g, 7.5 eq) was added in three portions. The reaction mixture stirred at rt for 48 h then quenched with saturated ammonium chloride under ice-cooling. The aqueous phase was extracted with DCM and the combined organic phases dried over sodium sulfate and evaporated to afford tert-butyl 4-(3-(hydroxymethyl)phenyl)piperazine-1-carboxylate (0.16 mg, 0.54 mmol, 90%).

후처리

  1. customthen quenched with saturated ammonium chloride under ice-
  2. temperaturecooling
  3. extractionThe aqueous phase was extracted with DCM
  4. dry with materialthe combined organic phases dried over sodium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-bb90e575d8874a27b8e5373e94d6bc73
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040545B2

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