Methyl acetoacetate → HCID 54682266, 화합물

HRID 1003843노트

반응식

HRID 1003843 반응식
[C:1](OC)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].C([Li])CCC.[C:16]([Si:20]([CH3:42])([CH3:41])[O:21][CH2:22][CH2:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:40])[CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[CH:27][CH:26]=1)([CH3:19])([CH3:18])[CH3:17]>C1COCC1>[C:16]([Si:20]([CH3:42])([CH3:41])[O:21][CH2:22][CH2:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2([CH2:32][CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[O:40][C:1](=[O:6])[CH:2]=[C:3]([OH:4])[CH2:5]2)=[CH:29][CH:30]=1)([CH3:18])([CH3:17])[CH3:19]

참가 물질

6

반응물 4

HCID 7757Methyl acetoacetateHCID 24758Sodium hydrideHCID 187986931-{4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-phenyl-propan-1-oneHCID 178418339Butyllithium

생성물 1

HCID 54682266HCID 54682266, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The title compound was prepared as described in General Methods 6 and 7 using 2.5 mL (23.2 mmol) of methyl acetoacetate, 0.96 g (24 mmol) of 60% sodium hydride, 15 mL (24 mmol) of 1.6 M n-butyllithium, 4.5 g (11.7 mmol) of 1-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-phenyl-propan-1-one from Example O and 100 mL of THF. Purification by silica gel chromatography, eluting with EtOAc:hexane (25:75 to 50:50) gave the title compound. 1H NMR (CDCl3) δ 0.0 (s, 6 H), 0.81 (s, 9 H), 2.17 (m, 2 H), 2.42 (m, 1 H), 2.63 (m, 1 H), 2.85 (dd, 2 H), 3.22 (dd, 2 H), 3.86-3.96 (m, 4 H), 6.80-7.19 (m, 9 H).

후처리

  1. customThe title compound was prepared
  2. customPurification by silica gel chromatography
  3. washeluting with EtOAc:hexane (25:75 to 50:50)

출처 및 근거

ORD 기록
ord-9c7c237c31e148c699a0293bdff325c8
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06046355

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