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

HRID 54510

反応式

HRID 54510 の反応式
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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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°.

後処理

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

出典と根拠

ORDレコード
ord-7dc9fd34c3da4470aeca855928a96ee5
出典データセット
uspto-grants-1997_04
特許番号
US05622982

関連ノート

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