Water → HCID 23335851、化合物

HRID 904029ノート

反応式

HRID 904029 の反応式
O1C2C=CC(CC(O)=O)=CC=2CC1.S(Cl)(Cl)=O.[CH2:18]([O:20][S:21]([CH:24]([C:28]1[CH:29]=[CH:30][C:31]2[O:35][CH2:34][CH2:33][C:32]=2[CH:36]=1)[C:25]([OH:27])=O)(=[O:23])=[O:22])[CH3:19].O.[NH2:38][CH:39]1[C:46](=[O:47])[N:45]2[CH:40]1[S:41][CH2:42][C:43]([CH3:51])=[C:44]2[C:48]([OH:50])=[O:49].C(=O)(O)[O-].[Na+]>CCOCC.C(OCC)(=O)C>[CH2:18]([O:20][S:21]([CH:24]([C:28]1[CH:29]=[CH:30][C:31]2[O:35][CH2:34][CH2:33][C:32]=2[CH:36]=1)[C:25]([NH:38][CH:39]1[C:46](=[O:47])[N:45]2[CH:40]1[S:41][CH2:42][C:43]([CH3:51])=[C:44]2[C:48]([OH:50])=[O:49])=[O:27])(=[O:22])=[O:23])[CH3:19]

参加物

9

反応物 6

HCID 962WaterHCID 18837-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 27374552,3-Dihydro-5-benzofuranacetic acidHCID 23335847HCID 23335847、化合物

生成物 1

HCID 23335851HCID 23335851、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8857Ethyl Acetate溶媒

実験手順

α-Ethoxysulfonyl(2,3-dihydro-5-benzofuranyl acetic acid (5mmole) in 50 ml of dry ether is reacted with about 5.5 mole of thionyl chloride at 20° C. for 4 hours. At the end of this time the solvent is removed to insure that all of the thionyl chloride and hydrochloric acid is removed. The residue is then redissolved in 10 ml of ether. This ether solution is added to 10 ml of water containing 5 mmole of 7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid and 10 mmole of sodium bicarbonate. The temperature of the aqueous solution is about 10° C. After stirring for about 2 hours, the pH is adjusted to about 2. Ethyl acetate is added, the mixture is thoroughly agitated and the layers separated. The organic layer is dried over magnesium sulfate, filtered and evaporated to give the title compound.

後処理

  1. customAt the end of this time the solvent is removed
  2. customis removed
  3. dissolutionThe residue is then redissolved in 10 ml of ether
  4. customis about 10° C
  5. stirringthe mixture is thoroughly agitated
  6. customthe layers separated
  7. dry with materialThe organic layer is dried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-023ae5bd5b6f42399f5eb6adbb3b79df
出典データセット
uspto-grants-1980_10
特許番号
US04229575

反応ノート

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