Ammonium Chloride → HCID 24974730, compound

HRID 1631854Notes

Reaction equation

HRID 1631854 reaction equation
[CH2:1]1[C:5]2([CH2:10][CH2:9][CH2:8][C:7](=[O:11])[CH2:6]2)[CH2:4][CH2:3][CH2:2]1.C[Mg]Cl.[Cl-].[NH4+].CC1(O)CCCC2(CCCC2)C1>O1CCCC1>[CH2:1]1[C:5]2([CH2:10][CH2:9][CH2:8][CH:7]([OH:11])[CH2:6]2)[CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 10888101spiro[4.5]decan-7-oneHCID 59602235HCID 59602235, compoundHCID 178418332HCID 178418332, compound

Product 1

HCID 24974730HCID 24974730, compoundYield 106.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

With stirring under nitrogen atmosphere at room temperature, a mixture of 39.1 g of 7-spiro[4.5]decanone and 100 ml of tetrahydrofuran was added dropwise to a tetrahydrofuran solution of 0.502 mol methylmagnesium chloride (which had been prepared from 12.2 g of metallic magnesium, 500 ml of tetrahydrofuran and chloromethane). The mixture was stirred overnight at 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 42.3 g (yield 95%) of the target compound, 7-methylspiro[4.5]decan-7-ol. This compound had a purity high enough to use in the subsequent step without further purification.

Workup

  1. stirringThe mixture was stirred overnight at room temperature
  2. customthe reaction
  3. extractionThrough ordinary work-up of extraction
  4. washwashing
  5. customdrying
  6. concentrationsubsequent concentration under reduced pressure

Sources & evidence

ORD record
ord-9bfa3712abe44ef280c674f433ba0652
Source dataset
uspto-grants-2014_07
Patent number
US08791288B2

Reaction notes

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