1,6-Hexanediol → HCID 131723847, compound

HRID 1265230Notes

Reaction equation

HRID 1265230 reaction equation
[CH2:1]([Sn:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[CH2:11](O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][OH:17]>C1(C)C=CC=CC=1>[CH2:1]([SnH:5]([CH2:6][CH2:7][CH2:8][CH3:9])[O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 123741,6-HexanediolHCID 61221Dibutyltin oxide

Product 1

HCID 131723847HCID 131723847, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1 g (4.02 mmol) of dibutyltin oxide and 0.4747 g (4.02 mmol) of 1,6-hexanediol were introduced into a 100 ml reaction vessel equipped with a Dean-Stark device, and the atmosphere in the reaction vessel was replaced by argon. 70 ml of toluene was added, and the mixture was dehydrated by azeotropic distillation at 135° C. and stirred for 6.5 hours during which it became an uniform solution. After left overnight at room temperature, the precipitated white solids were filtered. The white solids were dried at 50° C. for 5 hours in vaccuo to give a 1,1-dibutylstanna-2,9-dioxanonane oligomer, 1.22 g (87.0% yield).

Workup

  1. customequipped with a Dean-Stark device
  2. distillationthe mixture was dehydrated by azeotropic distillation at 135° C.
  3. waitAfter left overnight at room temperature
  4. filtrationthe precipitated white solids were filtered
  5. customThe white solids were dried at 50° C. for 5 hours in vaccuo

Sources & evidence

ORD record
ord-e2e8fc21d2f24b809fd4b58971ce6f7d
Source dataset
uspto-grants-2003_04
Patent number
US06545112B2

Reaction notes

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