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

HRID 1073575Notes

Reaction equation

HRID 1073575 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 0.07 g (0.42 mmol) of the titled product of Example 7 is added 0.15 g (0.5 mmol) of tri-n-butyltin hydride and 20 mg 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-891c119b5cdd467fa48e49be0b0be73c
Source dataset
uspto-grants-1990_11
Patent number
US04970229

Reaction notes

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