Triphenylphosphine → HCID 22807221、化合物

HRID 614555ノート

反応式

HRID 614555 の反応式
[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6](C(O)=O)/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OC([N+](=NC(OCC)=O)[O-])=O)C>O1CCCC1.CCOCC.CCCCC>[O:5]=[C:4]1[N:3]2[C@H:2]([O:11][C:7]([CH:8]=[CH2:9])=[CH:6]2)[CH2:1]1

参加物

7

反応物 3

HCID 11776TriphenylphosphineHCID 5280980Clavulanic AcidHCID 131711458HCID 131711458、化合物

生成物 1

HCID 22807221HCID 22807221、化合物収率 66.7%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8003Pentane溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Clavulanic acid (1.5 mmole) in dry tetrahydrofuran (5 ml) under a dry nitrogen atmosphere was treated with triphenylphosphine (1.5 mmole) and then, dropwise, diethylazoxicarboxylate (1.5 mmole) in dry tetrahydrofuran (2 ml). After addition was complete (2 minutes), the mixture was stirred for 30 minutes at room temperature and was then ice-cooled and diluted with a mixture of ether and n-pentane (1:2, 20 ml). The mixture was filtered and the filtrate was diluted with dry benzene (10 ml) and then concentrated to about 5 ml under reduced pressure to yield a solution of the title compound (1 mmole).

後処理

  1. additionAfter addition
  2. custom(2 minutes)
  3. temperatureice-cooled
  4. filtrationThe mixture was filtered
  5. additionthe filtrate was diluted with dry benzene (10 ml)
  6. concentrationconcentrated to about 5 ml under reduced pressure

出典と根拠

ORDレコード
ord-34b7a54a358440d7a798a5985e355b41
出典データセット
uspto-grants-1979_03
特許番号
US04145430

反応ノート

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