Ammonium Chloride → Spiro(4.5)dec-6-ene-8-one

HRID 1631851ノート

反応式

HRID 1631851 の反応式
[CH2:1]1[C:5]2([CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.C[Mg]Cl.[Cl-].[NH4+].CC1(O)CCC2(CCCC2)CC1>O1CCCC1>[CH2:1]1[C:5]2([CH2:10][CH2:9][C:8](=[O:11])[CH:7]=[CH:6]2)[CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 14626805Spiro(4.5)decan-8-oneHCID 596022468-Methylspiro[4.5]decan-8-olHCID 178418332HCID 178418332、化合物

生成物 1

HCID 139772Spiro(4.5)dec-6-ene-8-one収率 109.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

With stirring under nitrogen atmosphere at room temperature, a mixture of 13.4 g of 8-spiro[4.5]decanone and 80 ml of tetrahydrofuran was added dropwise to a tetrahydrofuran solution of 0.205 mol methylmagnesium chloride (which had been prepared from 5.0 g of metallic magnesium, 100 ml of tetrahydrofuran and chloromethane), during which time the temperature was kept below 50° C. The reaction mixture was cooled to room temperature, after which a saturated ammonium chloride aqueous solution was added to stop the reaction. Through ordinary work-up of extraction, washing and drying, and subsequent concentration under reduced pressure, there was obtained 14.43 g (yield 99%) of the target compound, 8-methylspiro[4.5]decan-8-ol. This compound had a purity high enough to use in the subsequent step without further purification.

後処理

  1. customwas kept below 50° C
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customthe reaction
  4. extractionThrough ordinary work-up of extraction
  5. washwashing
  6. customdrying
  7. concentrationsubsequent concentration under reduced pressure

出典と根拠

ORDレコード
ord-254f1843ce8b46eeb9ee5144a5060eb1
出典データセット
uspto-grants-2014_07
特許番号
US08791288B2

反応ノート

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