Formaldehyde → 75039-83-7

HRID 1074877Notes

Reaction equation

HRID 1074877 reaction equation
[CH2:1]=[O:2].C([Al](CCCCCCCC)[CH:12]=[CH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])CCCCCCC>CCCCCC>[CH2:1]([OH:2])/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 5735163462493-32-7

Product 1

HCID 1264242575039-83-7Yield 27.2%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Similarly to the procedure described in Example 1, a 25% slurry of 144 grams (4.80 moles) of paraformaldehyde in n-hexane was treated with 1083 grams (4.59 moles) of di-n-octyl decenyl aluminum (prepared from tri-n-octyl aluminum and acetylene). Distillation of the hydrolysis product was performed under 2 mm Hg. The product fraction was removed at 85°-95° C. There was obtained 210 grams (1.25 moles) of cis-2-undecen-1-ol (27.2% of theoretical yield), having a purity of 91%. Identity of the compound was confirmed by ir and nmr spectral analyses.

Workup

  1. distillationDistillation of the hydrolysis product
  2. customThe product fraction was removed at 85°-95° C

Sources & evidence

ORD record
ord-8130c83d7988414a80aa0b65d69526c4
Source dataset
uspto-grants-1983_07
Patent number
US04394326

Reaction notes

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