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Hydrochloric Acid → (1RS,2SR,6RS,7RS)-8-ethynyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione

HRID 407848
ノート
印刷プレビュー

反応式

HRID 407848 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH3:7][C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[C:9]=1[CH:16]1[C:24](=[O:25])[CH:23]2[CH:18]([CH:19]3[O:26][CH:22]2[CH:21]([C:27]#[C:28][Si](C)(C)C)[CH2:20]3)[C:17]1=[O:33].Cl>CO>[C:27]([CH:21]1[CH2:20][CH:19]2[O:26][CH:22]1[CH:23]1[CH:18]2[C:17](=[O:33])[CH:16]([C:9]2[C:10]([CH3:15])=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=2[CH3:7])[C:24]1=[O:25])#[CH:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67283755(1RS,2SR,6RS,7RS)-4-(2,4,6-trimethylphenyl)-8-trimethylsilylethynyl-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione

生成物 1

HCID 86664120(1RS,2SR,6RS,7RS)-8-ethynyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Potassium carbonate (2.58 g, 19 mmol) is added to a stirred solution of (1RS,2SR,6RS,7RS)-4-(2,4,6-trimethylphenyl)-8-trimethylsilylethynyl-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione (6.43 g, 17 mmol) in methanol (100 ml). The reaction mixture is stirred at room temperature for 2 hours and 30 minutes, then dilute aqueous hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic extracts are combined, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure to give (1RS,2SR,6RS,7RS)-8-ethynyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione.

後処理

  1. extractionthe mixture is extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customthe filtrate is evaporated under reduced pressure

出典と根拠

ORDレコード
ord-0f8f72879ef74446ba3a4ca37af2e1a0
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08754242B2

反応ノート

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