(+-)-2-Butanol → HCID 56628876, compound

HRID 2285760Notes

Reaction equation

HRID 2285760 reaction equation
[CH2:1]=[C:2]([CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3](Cl)=[O:4].[CH:15]([OH:19])([CH2:17][CH3:18])[CH3:16].C(N(CC)CC)C>C(OCC)C>[CH:15]([O:19][C:3](=[O:4])[C:2](=[CH2:1])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH2:17][CH3:18])[CH3:16]

Participants

5

Reactant 3

HCID 6568(+-)-2-ButanolHCID 8471TriethylamineHCID 54426529HCID 54426529, compound

Product 1

HCID 56628876HCID 56628876, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

27 g of 2-methylene-5-phenylvaleric acid chloride are added dropwise to a solution of 100 ml of sec.-butanol and 20 ml of triethylamine in 300 ml of diethyl ether at 25° to 30°. When the addition is complete, the obtained mixture is stirred at room temperature for another hour; 500 ml of ice water are then added and the mixture is shaken thoroughly. The organic phase is collected, dried over sodium sulfate and concentrated. 19.5 g of 2-methylene-5-phenylvaleric acid sec.-butyl ester (b.p. 115° to 126° under 0.01 mm Hg) are obtained.

Workup

  1. additionWhen the addition
  2. stirringthe mixture is shaken thoroughly
  3. customThe organic phase is collected
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2f850928d14940b58edddb09dbdb0d58
Source dataset
uspto-grants-1982_04
Patent number
US04324796

Reaction notes

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