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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Carbon Dioxide → HCID 19047189, 화합물

HRID 1780596
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HRID 1780596 반응식
[CH3:1][C:2]1[C:10]2[C:9]([CH3:12])([CH3:11])[CH2:8][CH2:7][S:6][C:5]=2[S:4][CH:3]=1.O1CCCC1.C([Li])CCC.[C:23](=[O:25])=[O:24]>CCCCCC>[CH3:1][C:2]1[C:10]2[C:9]([CH3:12])([CH3:11])[CH2:8][CH2:7][S:6][C:5]=2[S:4][C:3]=1[C:23]([OH:25])=[O:24]
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참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 8028TetrahydrofuranHCID 19047187HCID 19047187, 화합물HCID 178418339Butyllithium

생성물 1

HCID 19047189HCID 19047189, 화합물

시약·촉매·용매 1

HCID 8058Hexane용매

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온도
-65 °C

실험 절차

8.20 g (0.041 mol) of the title compound of Step B was added to 200 mL of tetrahydrofuran under nitrogen. The solution was cooled to about -65° C. and 21 mL (0.053 mol) of 2.5M n-butyllithium was added dropwise while keeping the reaction temperature below -55° C. After stirring for 1 h, an excess of solid CO2 was added in portions and the mixture was allowed to warm to room temperature over 2 hr. The mixture was then diluted with 150 mL of hexane and the precipitate was collected by filtration. The precipitate was added to a mixture of 300 mL of water and 300 mL of methylene chloride, cooled to about 0° C., and then acidified to pH 1 with concentrated hydrochloric acid. The layers were separated and the aqueous layer was extracted with diethyl ether (2×300 mL). The combined organic layers were dried (MgSO4), filtered, and evaporated to dryness to yield 6.36 g of the title compound of Step C as a solid melting at 176°-178° C. 1H NMR (DMSO-d6): δ 1.3 (s,6H), 1.95 (m,2H), 2.6 (s,3H), 3.08 (m,2H), 12.7 (br s, 1H).

후처리

  1. customthe reaction temperature below -55° C
  2. temperatureto warm to room temperature over 2 hr
  3. filtrationthe precipitate was collected by filtration
  4. additionThe precipitate was added to a mixture of 300 mL of water and 300 mL of methylene chloride
  5. temperaturecooled to about 0° C.
  6. customThe layers were separated
  7. extractionthe aqueous layer was extracted with diethyl ether (2×300 mL)
  8. dry with materialThe combined organic layers were dried (MgSO4)
  9. filtrationfiltered
  10. customevaporated to dryness

출처 및 근거

ORD 기록
ord-223353be8a2d43699b554e423914e2ff
출처 데이터셋
uspto-grants-1997_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05631210

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