Water → Methyl 7-phthalimidohept-5-ynoate

HRID 358618ノート

反応式

HRID 358618 の反応式
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Br[CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21].O>CN(C)C=O>[C:1]1(=[O:11])[N:5]([CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12

参加物

5

反応物 3

HCID 962WaterHCID 11287432Methyl 7-bromohept-5-ynoateHCID 24194345Phthalimide potassium salt

生成物 1

HCID 20066955Methyl 7-phthalimidohept-5-ynoate収率 44.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture or potassium phthalimide (2.31 g) and methyl 7-bromohept-5-ynoate (3.0 g) in dimethylformamide (35 ml) was heated at 110° C. for 4.5 hours. The cooled solution was poured into water (75 ml) and the pH of the solution was adjusted to 6. The resulting solution was extracted with ether (4×200 ml) and the combined ether extracts were dried over magnesium sulphate, the solvent was removed and the residue was chromatographed on silica gel eluted with chloroform to give the title compound (1.56 g) m.p. 62°-63° C.

後処理

  1. extractionThe resulting solution was extracted with ether (4×200 ml)
  2. dry with materialthe combined ether extracts were dried over magnesium sulphate
  3. customthe solvent was removed
  4. customthe residue was chromatographed on silica gel
  5. washeluted with chloroform

出典と根拠

ORDレコード
ord-c47cfd8ad65b48ce8bb0d9166b2d69ef
出典データセット
uspto-grants-1991_03
特許番号
US04997847

反応ノート

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