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Methyl acetoacetate → HCID 54682293, 화합물

HRID 1003846
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HRID 1003846 반응식
[C:1](OC)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].C([Li])CCC.C([Si](C)(C)[O:21][C:22]1[CH:23]=[C:24]([CH2:28][CH2:29][C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:31])[CH:25]=[CH:26][CH:27]=1)(C)(C)C.[OH-].[Na+]>C1COCC1>[OH:4][C:3]1[CH2:5][C:30]([CH2:29][CH2:28][C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([OH:21])[CH:23]=2)([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[O:31][C:1](=[O:6])[CH:2]=1
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참가 물질

7

반응물 5

HCID 7757Methyl acetoacetateHCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 18798645HCID 18798645, 화합물HCID 178418339Butyllithium

생성물 1

HCID 54682293HCID 54682293, 화합물

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

The title compound was prepared as described in General Methods 6 and 7 using 2.4 mL (22.2 mmol) of methyl acetoacetate, 1.02 g (25.5 mmol) of 60% sodium hydride, 16 mL (25.6 mmol) of 1.6 M n-butyllithium, 6.2 g (18.2 mmol) of 3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-phenyl-propan-1-one from Example Q and 180 mL of THF. After standard work-up, the crude aldol product was dissolved in THF (60 mL), treated with 0.2N NaOH (500 mL), and stirred at room temperature. The title compound was isolated via the normal procedure. 1H NMR (CDCl3) δ 2.21 (m, 2 H), 2.38 (m, 1 H), 2.61 (m, 1 H), 2.93 (dd, 2 H), 3.28 (dd, 2 H), 6.54-6.65 (m, 3 H), 7.06 (m, 1 H), 7.28-7.40 (m, 6 H).

후처리

  1. customThe title compound was prepared

출처 및 근거

ORD 기록
ord-535961cba6014ba5b4334282e068d0ba
출처 데이터셋
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06046355

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