Hydrochloric Acid → HCID 23352069、化合物

HRID 1708147ノート

反応式

HRID 1708147 の反応式
[O:1]=[C:2]1[NH:10][C:9]([CH2:11][CH2:12][CH3:13])=[CH:8][C:4]([C:5](O)=[O:6])=[CH:3]1.Cl.O>C1COCC1>[OH:6][CH2:5][C:4]1[CH:8]=[C:9]([CH2:11][CH2:12][CH3:13])[NH:10][C:2](=[O:1])[CH:3]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 125867772-Oxo-6-propyl-1,2-dihydropyridine-4-carboxylic acid

生成物 1

HCID 23352069HCID 23352069、化合物収率 46.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

27.8 ml and, after 1 hour at room temperature, a further 27.8 ml of a 1M solution of BH3 in THF are added dropwise at 0° C. to a suspension of 3.0 g (16.6 mmol) of 2-oxo-6-propyl-1,2-dihydroisonicotinic acid and the mixture is stirred for a further hour at room temperature. 66.8 ml of 1N hydrochloric acid and 100 ml of water are added to the now clear solution, and it is stirred at room temperature for 1 hour and extracted three times with 75 ml of ethyl acetate each time. The organic phase is discarded, the aqueous phase is adjusted to a pH of about 7 with satd. NaHCO3 solution and the deposited precipitate is filtered off with suction. The aqueous filtrate is concentrated to dryness in a rotary evaporator and recrystallised from about 80 ml of water together with the first precipitate. 1.28 g (46%) of colourless crystals of m.p. 167° C. are obtained.

後処理

  1. stirringis stirred at room temperature for 1 hour
  2. extractionextracted three times with 75 ml of ethyl acetate each time
  3. filtrationNaHCO3 solution and the deposited precipitate is filtered off with suction
  4. concentrationThe aqueous filtrate is concentrated to dryness in a rotary evaporator
  5. customrecrystallised from about 80 ml of water together with the first precipitate

出典と根拠

ORDレコード
ord-b76ecdfeeefd46b5b934646928715054
出典データセット
uspto-grants-1994_10
特許番号
US05356911

反応ノート

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