Tributylstannane → 1-(tributylstannyl)-1E-undecen-3-ol

HRID 1722344Notes

Reaction equation

HRID 1722344 reaction equation
[CH:1]#[C:2][CH:3]([OH:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH2:13]([SnH:17]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH2:20][CH3:21])[CH2:14][CH2:15][CH3:16]>>[CH2:22]([Sn:17]([CH2:13][CH2:14][CH2:15][CH3:16])([CH2:18][CH2:19][CH2:20][CH3:21])/[CH:1]=[CH:2]/[CH:3]([OH:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:23][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 5948TributylstannaneHCID 2477661-Undecyn-3-ol

Product 1

HCID 121582911-(tributylstannyl)-1E-undecen-3-ol

Conditions

Temperature
120 °C

Procedure

To 0.07g (0.42 mmol) of the titled product of Example 7 is added 0.15g (0.5 mmol) of tri-n-butyltin hydride and 20mg of azoisobutyronitrile (AIBN). The reaction mixture was heated to 120°C. for 2 hours. Afterwards, it was cooled to room temperature and pumped at high vacuum overnight. The crude reaction mixture was then heated to 90°C. and maintained at high vacuum for 2 additional hours. Upon cooling to room temperature, the crude product was used as is.

Workup

  1. temperatureAfterwards, it was cooled to room temperature
  2. custompumped at high vacuum overnight
  3. customThe crude reaction mixture
  4. temperaturewas then heated to 90°C.
  5. temperaturemaintained at high vacuum for 2 additional hours
  6. temperatureUpon cooling to room temperature

Sources & evidence

ORD record
ord-167ca511f3a94596a51c3ca4c0590847
Source dataset
uspto-grants-1989_08
Patent number
US04855324

Reaction notes

Loading…