HCID 16105572, compound → HCID 16105581, compound

HRID 2229237Notes

Reaction equation

HRID 2229237 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[CH:11]1[C:20]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=2[CH:14]=[CH:13][C:12]=1/[C:21](/[CH3:28])=[CH:22]/[C:23](OCC)=[O:24]>C1(C)C=CC=CC=1.C(Cl)Cl>[CH:11]1[C:20]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=2[CH:14]=[CH:13][C:12]=1/[C:21](/[CH3:28])=[CH:22]/[CH2:23][OH:24]

Participants

5

Reactant 2

HCID 16105572HCID 16105572, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 16105581HCID 16105581, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

A solution of diisobutylaluminum hydride in toluene (1.5M, 25 ml) was added dropwise to a solution of ethyl (E)-3-(5,6,7,8-tetrahydro-2-naphtyl)crotonate (3.72 g) in CH2Cl2 at −78° C. and the mixture was stirred at −78° C. for 15 minutes. The reaction mixture was washed with 1N HCl and brine, dried and concentrated to give the titled compound (2.65 g) as a colorless oil.

Workup

  1. washThe reaction mixture was washed with 1N HCl and brine
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c8023df9386240e090de4be7e38fda1a
Source dataset
uspto-grants-2002_07
Patent number
US06420375B1

Reaction notes

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