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3,5-Dinitrobenzoyl chloride → HCID 53698818, 화합물

HRID 397244
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HRID 397244 반응식
[SH:1][C:2]([CH3:9])([CH2:6][CH2:7][CH3:8])[CH2:3][CH2:4][OH:5].[N+:10]([C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([N+:22]([O-:24])=[O:23])[CH:21]=1)[C:16](Cl)=[O:17])([O-:12])=[O:11].C([O-])(O)=O.[Na+]>C(Cl)(Cl)(Cl)Cl>[SH:1][C:2]([CH3:9])([CH2:6][CH2:7][CH3:8])[CH2:3][CH2:4][O:5][C:16](=[O:17])[C:15]1[CH:14]=[C:13]([N+:10]([O-:12])=[O:11])[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 74323,5-Dinitrobenzoyl chlorideHCID 516892Sodium BicarbonateHCID 101300393-Mercapto-3-methylhexan-1-ol

생성물 1

HCID 53698818HCID 53698818, 화합물수율 84.2%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

To a solution of 5.0 g (34 mmol) of (rac)-3-mercapto-3-methyl-hexan-1-ol in 20 ml of CCl4 was added in portions 8.6 g (37 mmol) of 3,5-dinitrobenzoyl chloride. The mixture was stirred for 72 h, then 10 ml of a saturated NaHCO3 solution was added, the organic layer was separated, washed with 15 ml of brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by flash-chromatography (silicagel, hexane/EtOAc 4:1) and gave 9.8 g (84%) of (rac)-3,5-dinitro-benzoic acid 3-mercapto-3-methyl-hexyl ester.

후처리

  1. customthe organic layer was separated
  2. washwashed with 15 ml of brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash-chromatography (silicagel, hexane/EtOAc 4:1)

출처 및 근거

ORD 기록
ord-52616f86bb344bd385a1109e156a15a8
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06610346B1

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