Benzene → 1-tert-Butyl 4-methyl 4-(4-chlorophenyl)piperidine-1,4-dicarboxylate

HRID 556950노트

반응식

HRID 556950 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:24]1C=CC=CC=1.C[Si](C=[N+]=[N-])(C)C>CO>[CH3:24][O:15][C:14]([C:11]1([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:13][CH2:12]1)=[O:16]

참가 물질

5

반응물 3

HCID 241BenzeneHCID 167693TrimethylsilyldiazomethaneHCID 248288571-(Tert-butoxycarbonyl)-4-(4-chlorophenyl)piperidine-4-carboxylic acid

생성물 1

HCID 497602451-tert-Butyl 4-methyl 4-(4-chlorophenyl)piperidine-1,4-dicarboxylate수율 88%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred 4-(4-chloro-phenyl)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (852 mg, 2.5 mmol) in methanol (5 ml)-benzene (17.5 ml) was added 15 ml (trimethylsilyl)diazomethane (2.0 M solution in hexanes) at room temperature. The mixture was stirred for 16 hours at room temperature and concentrated in vacuo. The residual yellow oil was purified by silica gel chromatography eluting with hexane-ethyl:acetate (9:1) to give the corresponding ester (780 mg, 88%).

후처리

  1. concentrationconcentrated in vacuo
  2. customThe residual yellow oil was purified by silica gel chromatography
  3. washeluting with hexane-ethyl:acetate (9:1)

출처 및 근거

ORD 기록
ord-ae8065702e844b7084eedc41639c9680
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058287B2

반응 노트

불러오는 중…