Water → HCID 54014341, compound

HRID 918146Notes

Reaction equation

HRID 918146 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([CH:17]=[CH2:18])C(O)=O)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+].[O:28]1CCC[CH2:29]1>CCOCC>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([CH:13]=[CH:17][CH2:18][CH2:29][OH:28])=[CH:11][CH:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 5

HCID 962Water2×HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86733698HCID 86733698, compound

Product 1

HCID 54014341HCID 54014341, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 6.0 gm (0.025 mol) of 4-(4'-biphenylyl- 3-butenoic acid (m.p. 188°C) in 100 ml of absolute tetrahydrofuran was dropwise stirred, at room temperature, into a suspension of 1.0 gm (0.026 mol) of lithium aluminum hydride in 100 ml of absolute ether. The mixture was stirred for a further 2 hours, then were successively added 1 ml of water, 2 ml of 2N sodium hydroxide solution and again 5 ml of water and the obtained precipitate was suction filtered. The solvent was distilled off from the filtrate, and the obtained firm residue was recrystallized from cyclohexane/ethyl acetate. The compound was obtained therefrom in a yield of 3.8 gm (68% of theory), m.p. 142°C, of the formula ##SPC9##

Workup

  1. filtrationfiltered
  2. distillationThe solvent was distilled off from the filtrate
  3. customthe obtained firm residue was recrystallized from cyclohexane/ethyl acetate
  4. customThe compound was obtained

Sources & evidence

ORD record
ord-bd8ec60f1b744b79b16f8e6461f14db3
Source dataset
uspto-grants-1976_07
Patent number
US03969418

Reaction notes

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