Hydrochloric Acid → HCID 11208635, 화합물

HRID 1872395노트

반응식

HRID 1872395 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([Li])CCC.CN(C)[C:28](=[O:30])[CH3:29].Cl>O1CCCC1.CCCCCC.C(OCC)C.C(OCC)(=O)C.O>[C:28]([C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1)(=[O:30])[CH3:29]

참가 물질

10

반응물 4

HCID 313Hydrochloric AcidHCID 31374DimethylacetamideHCID 6187104-Bromo-4'-heptylbiphenylHCID 178418339Butyllithium

생성물 1

HCID 11208635HCID 11208635, 화합물

시약·촉매·용매 5

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

반응 조건

온도
-60 °C

실험 절차

To a solution of 4-bromo-4'-n-heptylbiphenyl (5.1 g) in tetrahydrofuran (60 ml) was added a solution of n-butyllithium in a mixture of n-hexane and diethyl ether (1.6M, 9.7 ml) at -60° C. After stirring at -60° C. for 30 minutes, to the mixture was added N,N-dimethylacetamide (4.3 ml) and the reaction mixture was allowed to warm to 0° C. The reaction mixture was taken up into a mixture of cold water and ethyl acetate, and the pH was adjusted to around 1 with 1N hydrochloric acid. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated. The residue was chromatographed on silica gel (150 ml) eluting with a mixture of n-hexane and ethyl acetate (20:1, V/V) to give 4-Acetyl-4'-n-heptylbiphenyl (1.60 g).

후처리

  1. temperatureto warm to 0° C
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was chromatographed on silica gel (150 ml)
  7. washeluting with a mixture of n-hexane and ethyl acetate (20:1, V/V)

출처 및 근거

ORD 기록
ord-ff72160086604c4bb51a120a161e1b25
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107458

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