Water → HCID 19068237、化合物

HRID 1957701ノート

反応式

HRID 1957701 の反応式
[H-].[Na+].[C:3]12([C:13]3[CH:14]=[C:15]([OH:21])[CH:16]=[CH:17][C:18]=3[O:19][CH3:20])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.Br[CH2:23][C:24]1[S:25][CH:26]=[C:27]([C:29]([O:31][CH3:32])=[O:30])[CH:28]=1.O>CN(C=O)C>[C:3]12([C:13]3[CH:14]=[C:15]([CH:16]=[CH:17][C:18]=3[O:19][CH3:20])[O:21][CH2:23][C:24]3[S:25][CH:26]=[C:27]([C:29]([O:31][CH3:32])=[O:30])[CH:28]=3)[CH2:4][CH:5]3[CH2:11][CH:9]([CH2:8][CH:7]([CH2:6]3)[CH2:12]1)[CH2:10]2

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 19068273HCID 19068273、化合物HCID 19068282HCID 19068282、化合物

生成物 1

HCID 19068237HCID 19068237、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

210 mg (7 mmol) of sodium hydride (80% in oil) and 10 ml of DMF were introduced into a three-necked flask under a stream of nitrogen. A solution of 1.8 g (7 mmol) of 3-(1-adamantyl)-4-methoxyphenol in 20 ml of DMF was added dropwise and the mixture was stirred until the evolution of gas had ceased. A solution of 1.7 g (7.2 mmol) of methyl 2-bromomethyl-4-thiophenecarboxylate in 15 ml of DMF was then added and the mixture was stirred at room temperature for two hours. The reaction medium was poured into water and extracted with ethyl ether. The organic phase was separated out after settling had taken place, dried over magnesium sulfate and evaporated. The solid obtained was triturated from hexane, filtered off and dried. 2.6 g (90%) of the expected methyl ester, having a melting point of 97°-8° C., were recovered.

後処理

  1. stirringthe mixture was stirred at room temperature for two hours
  2. extractionextracted with ethyl ether
  3. customThe organic phase was separated out
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe solid obtained
  7. customwas triturated from hexane
  8. filtrationfiltered off
  9. customdried
  10. customwere recovered

出典と根拠

ORDレコード
ord-48c9ba880ddb4c1b8c089c75a9c73153
出典データセット
uspto-grants-1998_07
特許番号
US05786379

反応ノート

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