Methanol → HCID 21449337、化合物

HRID 597067

反応式

HRID 597067 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[C:20]4[C:15](=[CH:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=4)[C:14]([CH2:23][C:24]([OH:26])=[O:25])=[C:13]3[CH3:27])=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.S(Cl)(Cl)=O.CO.[C:34]([O-])(=O)C.[Na+]>C(O)C.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[C:20]4[C:15](=[CH:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=4)[C:14]([CH2:23][C:24]([O:26][CH3:34])=[O:25])=[C:13]3[CH3:27])=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 517045Sodium AcetateHCID 101940031-(7-Chloroquinazolin-4-yl)-5-methoxy-2-methylindol-3-ylacetic acid

生成物 1

HCID 21449337HCID 21449337、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6212Chloroform溶媒

実験手順

To a solution of anhydrous 1-(7-chloroquinazolin-4-yl)-5-methoxy-2-methylindol-3-ylacetic acid (1.0g.) in ethanol-free chloroform (30 ml; dried over calcium chloride) was added a solution of thionyl chloride (0.19 ml.) in chloroform (2ml). The resulting dark red solution was stirred at room temperature for 30 mins., and then methanol (20 ml.) was added. The mixture was heated under reflux for 30 mins., saturated sodium acetate solution (2 ml.) was added, and the mixture was concentrated in vacuo. Water (30 ml.) was added to the residue and the mixture was extracted with ether (3 × 30 ml.). The ether extracts were washed successively with saturated sodium hydrogen carbonate solution (30 ml.) and water (30 ml.), and dried (Na2SO4). Evaporation of the solvent gave a dark yellow oil, which slowly crystallised to give methyl 1-(7-chloroquinazolin-4-yl)-5-methoxy-2-methylindol-3-ylacetate, m.p. 112°-114° C.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 30 mins
  3. concentrationthe mixture was concentrated in vacuo
  4. additionWater (30 ml.) was added to the residue
  5. extractionthe mixture was extracted with ether (3 × 30 ml.)
  6. washThe ether extracts were washed successively with saturated sodium hydrogen carbonate solution (30 ml.) and water (30 ml.)
  7. dry with materialdried (Na2SO4)
  8. customEvaporation of the solvent
  9. customgave a dark yellow oil, which
  10. customslowly crystallised

出典と根拠

ORDレコード
ord-9fa89b6832194ee3a953211cb7b9b4c4
出典データセット
uspto-grants-1977_03
特許番号
US04012513

関連ノート

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