Formic Acid → HCID 178448046, compound

HRID 989580Notes

Reaction equation

HRID 989580 reaction equation
C[O:2][CH:3]=[CH:4][CH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C@H:13]2[CH2:18][CH2:17][C@H:16]([CH2:19][CH2:20][CH3:21])[CH2:15][CH2:14]2)[CH2:9][CH2:8]1.C(O)=O>C1(C)C=CC=CC=1>[CH2:19]([C@H:16]1[CH2:17][CH2:18][C@H:13]([C@H:10]2[CH2:11][CH2:12][C@H:7]([CH2:6][CH2:5][CH2:4][CH:3]=[O:2])[CH2:8][CH2:9]2)[CH2:14][CH2:15]1)[CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 178448047HCID 178448047, compound

Product 1

HCID 178448046HCID 178448046, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 500 ml of toluene was dissolved 50.0 g (171 ml ) of the crude 1-methoxy-4-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)butene obtained by the procedures in the fourth step, 78.7 g (1710 mmol) of formic acid was added thereto, and then they were heated to reflux for 4 hours. The reaction mixture was washed with 300 ml of saturated aqueous sodium bicarbonate solution twice and with 500 ml of water five times, and the solvent was distilled off under a reduced pressure to obtain 45.1 g of a crude 4-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)butanal.

Workup

  1. additionwas added
  2. temperaturethey were heated
  3. temperatureto reflux for 4 hours
  4. washThe reaction mixture was washed with 300 ml of saturated aqueous sodium bicarbonate solution twice
  5. distillationwith 500 ml of water five times, and the solvent was distilled off under a reduced pressure

Sources & evidence

ORD record
ord-d3e20dfaae5f40f3b5fe68f6d7551761
Source dataset
uspto-grants-2002_10
Patent number
US06458433B1

Reaction notes

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