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Imidazole → HCID 68970576, 화합물

HRID 456000
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HRID 456000 반응식
[OH:1][CH:2]1[CH:8]([OH:9])[C:7]2([CH3:11])[O:10][C:3]1([CH3:13])[CH2:4][C:5](=[O:12])[CH2:6]2.N1C=CN=C1.[C:19]([Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])(Cl)Cl)([CH3:22])([CH3:21])[CH3:20]>ClCCCl>[C:19]([Si:23]1([C:26]([CH3:29])([CH3:28])[CH3:27])[O:1][CH:2]2[CH:8]([C:7]3([CH3:11])[O:10][C:3]2([CH3:13])[CH2:4][C:5](=[O:12])[CH2:6]3)[O:9]1)([CH3:22])([CH3:21])[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 87624Dichlorobis(1,1-dimethylethyl)silaneHCID 68732637HCID 68732637, 화합물

생성물 1

HCID 68970576HCID 68970576, 화합물수율 90%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

To a solution of 6,7-dihydroxy-1,5-dimethyl-8-oxa-bicyclo[3.2.1]octan-3-one (Bulletin of the Chemical Society of Japan (1983), 56(9), 2680-99, 550 mg, 2.95 mmol) in DCE (20 mL) was added imidazole (2.0 g, 29 mmol) and di-tert-butyldichlorosilane (1.2 mL, 5.9 mmol). The resulting mixture was stirred under Ar for 48 h. The reaction mixture was treated with satd. NaHCO3 (20 mL) and the DCE layer was separated, dried (Na2SO4) and concentrated and the residue obtained was purified on silica gel (5-20% EtOAc/hexane) to obtain the title compound (869 mg, 90%). 1H-NMR (CDCl3; 400 MHz): δ 4.23 (s, 2H), 2.43 (d, 1H, J=15.6 Hz), 2.31 (d, 1H, J=15.6 Hz), 1.45 (s, 6H), 1.12 (s, 9H), 1.04 (s, 9H).

후처리

  1. additionThe reaction mixture was treated with satd
  2. customNaHCO3 (20 mL) and the DCE layer was separated
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customthe residue obtained
  6. customwas purified on silica gel (5-20% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-c47956d9ba5d4246bc38b21c9306186d
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497376B2

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