Water → HCID 21836464, compound

HRID 1739735Notes

Reaction equation

HRID 1739735 reaction equation
[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[C:20](OCC)=[O:21])[CH:5]=[CH:4][C:3]1=2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C(OCC)C>[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[CH2:20][OH:21])[CH:5]=[CH:4][C:3]1=2

Participants

5

Reactant 3

HCID 962WaterHCID 11151989HCID 11151989, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 21836464HCID 21836464, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Ethyl 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-cyclohexene-1-carboxylate, described in Example 1, is stirred with excess lithium aluminum hydride in diethyl ether at reflux temperature for 3 hours. The mixture is cooled and water is added dropwise. The organic layer is dried over sodium sulfate and evaporated to give 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-cyclohexenylmethanol.

Workup

  1. temperatureat reflux temperature for 3 hours
  2. temperatureThe mixture is cooled
  3. dry with materialThe organic layer is dried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-60c9676f9fbd4beda4ef370e2e3be672
Source dataset
uspto-grants-1999_10
Patent number
US05968908

Reaction notes

Loading…