Acetic Acid → HCID 53866074, compound

HRID 2164185Notes

Reaction equation

HRID 2164185 reaction equation
[CH3:1][C:2]([CH2:8][CH2:9][CH2:10][CH:11]=[C:12]([CH3:15])[CH2:13][CH3:14])=[CH:3][C:4](OC)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O)(=O)C>CCOCC>[CH3:1][C:2]([CH2:8][CH2:9][CH2:10][CH:11]=[C:12]([CH3:15])[CH2:13][CH3:14])=[CH:3][CH2:4][OH:5]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 21226445Aluminium lithium hydrideHCID 54049871HCID 54049871, compound

Product 1

HCID 53866074HCID 53866074, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 2 g. of methyl 3,8-dimethyldeca-2,7-dienoate in 20 ml. of dry ether is added with stirring to 0.4 g. of lithium aluminum hydride covered in ether at 0°. After about one hour, 2.5 ml. of acetic acid is added. The mixture is washed with ice water and the ether phase dried and evaporated to yield 3,8-dimethyldeca-2,7-dien-1-ol which is treated with phosphorus tribromide to yield 1-bromo-3,8-dimethyldeca-2,7-diene.

Workup

  1. washThe mixture is washed with ice water
  2. dry with materialthe ether phase dried
  3. customevaporated

Sources & evidence

ORD record
ord-98fe19b8a53841539d0c45dfde330990
Source dataset
uspto-grants-1979_01
Patent number
US04137273

Reaction notes

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