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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Lead diacetate → 3-[[2,6-bis(1,1-dimethylethyl)-4H-selenopyran-4-ylidene]methyl]-2,4,4-trichlorocyclobut-2-en-1-one

HRID 484471
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HRID 484471 반응식
[OH-].[Na+].C([O-])(=O)C.[Pb+2].C([O-])(=O)C.F[B-](F)(F)F.[CH3:17][C:18]([C:21]1[CH:26]=[C:25]([CH3:27])[CH:24]=[C:23]([C:28]([CH3:31])([CH3:30])[CH3:29])[Se+:22]=1)([CH3:20])[CH3:19].[Cl:32][C:33]1[C:34](=[O:40])[C:35]([Cl:39])([Cl:38])[C:36]=1Cl>ClCCl.C(N(CC)CC)C>[CH3:20][C:18]([C:21]1[Se:22][C:23]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:24][C:25](=[CH:27][C:36]2[C:35]([Cl:39])([Cl:38])[C:34](=[O:40])[C:33]=2[Cl:32])[CH:26]=1)([CH3:17])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 9317Lead diacetateHCID 14798Sodium HydroxideHCID 185452,3,4,4-Tetrachloro-2-cyclobuten-1-oneHCID 120389182,6-Bis(1,1-dimethylethyl)-4-methylselenopyrylium tetrafluoroborate

생성물 1

HCID 120389193-[[2,6-bis(1,1-dimethylethyl)-4H-selenopyran-4-ylidene]methyl]-2,4,4-trichlorocyclobut-2-en-1-one수율 60%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매2회

실험 절차

A 500 mL three-necked round-bottom flask was equipped with a magnetic stirrer, a dropping funnel with a pressure-equalizing side arm, a condenser with a dry nitrogen gas inlet tube and an outlet attached to a succession of scrubbers containing 10% aqueous sodium hydroxide and 10% aqueous lead acetate. Into this flask were placed 2,6-bis(1,1-dimethylethyl)-4-methyl-selenopyrylium tetrafluoroborate (3.0 g, 8.4 mmole, prepared as in Example 4 above, 2,3,4,4-tetrachlorocyclobut-2-en-1-one (1.7 g, 8.4 mmole) and dichloromethane (150 mL). Stirring was begun and a solution of triethylamine (2.3 mL, 16 mmole) in dichloromethane (50 mL) was added dropwise over a period of 1.5 hours under nitrogen. After the addition of the triethylamine had been completed, the reaction mixture was stirred at room temperature for an additional 1.5 hours, then filtered through a sintered glass funnel containing silica gel (40 g). The silica gel was washed several times with small portions of dichloromethane until the washings were pale orange. The filtrate and washings were combined and evaporated to dryness on a rotary evaporator on a water bath kept at approximately 40° C. The residual green mass was triturated with hexane (60 mL) until maroon crystals formed; these crystals were removed by suction filtration and dried in vacuo at approximately 30° C. to yield 3-[2,6-bis(1,1-dimethylethyl)-(4H-selenopyran-4-ylidene)methyl]-2,4,4-trichloro-cyclobut-2-en-1-one (2.2 g, 60% yield).

후처리

  1. customA 500 mL three-necked round-bottom flask was equipped with a magnetic stirrer, a dropping funnel with a pressure-equalizing side arm, a condenser with a dry nitrogen gas inlet tube and an outlet
  2. customInto this flask were placed
  3. stirringthe reaction mixture was stirred at room temperature for an additional 1.5 hours
  4. filtrationfiltered through a sintered glass funnel
  5. additioncontaining silica gel (40 g)
  6. washThe silica gel was washed several times with small portions of dichloromethane until the washings
  7. customevaporated to dryness on a rotary evaporator on a water bath
  8. customkept at approximately 40° C
  9. customThe residual green mass was triturated with hexane (60 mL) until maroon crystals
  10. customformed
  11. customthese crystals were removed by suction filtration
  12. customdried in vacuo at approximately 30° C.

출처 및 근거

ORD 기록
ord-2185afb54b8a419ebc331212ed56eacb
출처 데이터셋
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05231190

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