1-(1-Cyclododecen-1-yl)ethanone → HCID 53843174, compound

HRID 1074646Notes

Reaction equation

HRID 1074646 reaction equation
[C:1]([C:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C>[CH3:2][CH:1]([C:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1)[OH:3]

Participants

4

Reactant 2

HCID 1090051-(1-Cyclododecen-1-yl)ethanoneHCID 4311764Sodium borohydride

Product 1

HCID 53843174HCID 53843174, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

30 g of the 1-acetyl-1-cyclododecene obtained as described in Example 2 are dissolved in 100 ml of ethanol and 3 g of sodium borohydride are added in portions. The reaction temperature is kept at 30° C. by cooling. After a further hour of reaction time at room temperature, the alcohol is distilled off under reduced pressure at 50° C. and the residue is hydrolyzed with ice-cold 2 N sulfuric acid. The methyl-1-cyclododecen-1-yl-carbinol obtained is isolated by extraction with ether, and distillation. Boiling point=98°-100° C./0.01 mm Hg, nD25 =1.5014; 29 g yield (95% of theory)).

Workup

  1. customis kept at 30° C.
  2. temperatureby cooling
  3. customAfter a further hour of reaction time at room temperature
  4. distillationthe alcohol is distilled off under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-587faee72ecc4507a788c1159b559885
Source dataset
uspto-grants-1983_07
Patent number
US04393245

Reaction notes

Loading…