Water → 2-Diisopropylaminoethyl Tributylstannyl Ether

HRID 65561

Reaction equation

HRID 65561 reaction equation
CCCC[Sn]([O:14][Sn:15]([CH2:24][CH2:25][CH2:26][CH3:27])([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:16][CH2:17][CH2:18][CH3:19])(CCCC)CCCC.[CH:28]([N:31]([CH:35]([CH3:37])[CH3:36])[CH2:32][CH2:33]O)([CH3:30])[CH3:29].O>C1C=CC=CC=1>[CH2:24]([Sn:15]([O:14][CH2:33][CH2:32][N:31]([CH:35]([CH3:37])[CH3:36])[CH:28]([CH3:30])[CH3:29])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:20][CH2:21][CH2:22][CH3:23])[CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 962WaterHCID 73132-DiisopropylaminoethanolHCID 16682746Bis(tributyltin) oxide

Product 1

HCID 227570372-Diisopropylaminoethyl Tributylstannyl Ether

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-Diisopropylaminoethyl Tributylstannyl Ether is prepared from 89.4 gm (0.15 mole) bis(tributyltin) oxide and 43.5 gm (0.30 mole) 2-diisopropylaminoethanol in 200 ml benzene. This is stirred and heated to reflux in a system that contains a Dean-Starke tube. After refluxing for 23 hours a total of 2.6 ml of water (theory 2.7 ml) had collected in the Dean-Starke tube. Solvent is stripped off on a rotating evaporator to provide 134.3 gm of orange liquid. This is fractionated at reduced pressure with collection at 147°-155° C. at 0.4 mm of 87.6 gm of straw liquid (Percent theory - 73). Infrared spectral analysis shows this liquid to be the desired ether.

Workup

  1. temperatureheated
  2. temperatureto reflux in a system that
  3. customhad collected in the Dean-Starke tube
  4. customSolvent is stripped off on a rotating evaporator

Sources & evidence

ORD record
ord-2c4cb9570f084759bbac5d604e071873
Source dataset
uspto-grants-1978_12
Patent number
US04128429

Linked notes

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