Hydrochloric Acid → 1-(5-Chloropyridin-2-yl)ethan-1-one

HRID 54510

반응식

HRID 54510 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.C([Li])CCC.CN(C)[C:16](=[O:18])[CH3:17].Cl>C(OCC)C.C1COCC1.O>[C:16]([C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1)(=[O:18])[CH3:17]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 31374DimethylacetamideHCID 8170982-Bromo-5-chloropyridineHCID 178418339Butyllithium

생성물 1

HCID 101541661-(5-Chloropyridin-2-yl)ethan-1-one

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of 56 g of 2-bromo-5-chloropyridine in 560 ml of dry diethylether is added a solution of 179 ml of n-butyllithium (15% solution in hexane) at -78° and under argon at such a rate that the temperature never exceeds -72°. Immediately thereafter the solution of 25.7 ml of N,N-dimethylacetamide in dry THF is added. The mixture is stirred for one hour at the same temperature and thereafter decomposed by careful addition of 100 ml of 3N hydrochloric acid, followed by 100 ml of water with vigorous cooling. Working up by process A (see Example 1) and purification by chromatogrphy over silica gel (toluene/ethyl acetate=20/1) yields the compound as white needles; m.p.: 58°-65°.

후처리

  1. customthat the temperature never exceeds -72°
  2. customA (see Example 1) and purification by chromatogrphy over silica gel (toluene/ethyl acetate=20/1)

출처 및 근거

ORD 기록
ord-7dc9fd34c3da4470aeca855928a96ee5
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622982

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