Sodium sulfate decahydrate → Ctk0G8678

HRID 1485082

Reaction equation

HRID 1485082 reaction equation
[C:1]1([C@H:7]2[CH2:9][C@H:8]2[C:10](OCC)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[C:1]1([C@H:7]2[CH2:9][C@H:8]2[CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 816743ethyl (1R,2S)-2-phenylcyclopropane-1-carboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 11116214Ctk0G8678Yield 102.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution in diethyl ether (12.0 mL) of the ethyl cis-2-phenylcyclopropanecarboxylate (1.51 g) obtained in step (1) above, a suspension of aluminum lithium hydride (393 mg) in diethyl ether (12.0 mL) was added at 0° C. After being brought to room temperature, the mixture was stirred for 2 hours. After adding sodium sulfate decahydrate at 0° C., the reaction mixture was brought to room temperature and stirred for an hour. After removing the insoluble matter by filtration, the filtrate was concentrated under reduced pressure to give (cis-2-phenylcyclopropyl)methanol as a colorless oil (1.21 g).

Workup

  1. additionwas added at 0° C
  2. customAfter being brought to room temperature
  3. customwas brought to room temperature
  4. stirringstirred for an hour
  5. customAfter removing the insoluble matter
  6. filtrationby filtration
  7. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e69db3cab39648b5968832bc46602d20
Source dataset
uspto-grants-2016_08
Patent number
US09422240B2

Linked notes

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