Hydrochloric Acid → HCID 21936777、化合物

HRID 1242075ノート

反応式

HRID 1242075 の反応式
C(OC([N:8]1[CH2:17][CH2:16][C:11]2(OCC[O:12]2)[CH2:10][CH:9]1[CH2:18][N:19]1[C:27](=[O:28])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]1=[O:29])=O)(C)(C)C.Cl>FC(F)(F)C(O)=O.ClCCl>[O:12]=[C:11]1[CH2:16][CH2:17][NH:8][CH:9]([CH2:18][N:19]2[C:20](=[O:29])[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:27]2=[O:28])[CH2:10]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 69585793HCID 69585793、化合物

生成物 1

HCID 21936777HCID 21936777、化合物収率 91%

試薬・触媒・溶媒 1

HCID 21863450Trifluoroacetic acid methylene chloride溶媒

反応条件

温度
50 °C

実験手順

7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (353 mg, 0.88 mmol) was cooled in an ice bath and then dissolved in a solution of 20% trifluoroacetic acid/dichloromethane (7 ml). The reaction was stirred for 5 minutes in the ice bath then another 3 hours at ambient temperature, after which it was concentrated in vacuo affording a solid residue. To the solid was added 2N hydrochloric acid (9 ml) and the mixture was heated at 50° C. (oil bath) with stirring for 24 h. The cooled reaction mixture was quenched with saturated sodium bicarbonate solution until the pH was basic. The aqueous layer was extracted with chloroform (3×20 ml) and the combined organic extracts dried (K2CO3), filtered, and the solvent evaporated in vacuo to give 205 mg (91%) of 2-(4-oxo-piperidin-2-ylmethyl)-isoindole-1,3-dione as a solid.

後処理

  1. concentrationanother 3 hours at ambient temperature, after which it was concentrated in vacuo
  2. customaffording a solid residue
  3. customThe cooled reaction mixture
  4. customwas quenched with saturated sodium bicarbonate solution until the pH
  5. extractionThe aqueous layer was extracted with chloroform (3×20 ml)
  6. dry with materialthe combined organic extracts dried (K2CO3)
  7. filtrationfiltered
  8. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-46f43199de764019831a2e6c63035d2c
出典データセット
uspto-grants-2006_10
特許番号
US07115624B1

反応ノート

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