Sodium borohydride → HCID 325490, compound

HRID 501914Notes

Reaction equation

HRID 501914 reaction equation
[BH4-].[Na+].[Sn:3](I)([CH2:14][CH2:15][CH2:16][CH3:17])([CH2:10][CH2:11][CH2:12][CH3:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH2:10]([SnH:3]([CH2:14][CH2:15][CH2:16][CH3:17])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 14141874HCID 14141874, compound

Product 1

HCID 325490HCID 325490, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
0 °C

Procedure

In a Schlenk tube, a suspension of NaBH4 (1.96 g, 51.9 mmol) in 50 mL of absolute ethanol was cooled at 0° C. under nitrogen. A solution of Bu2SnPhI (15.1 g, 34.6 mmol) in ethanol was then added slowly under stirring. After 3 hours at room temperature in the dark, petroleum ether was added, the solution was washed with water and dried over MgSO4. Solvents were eliminated under reduced pressure and the residue was distilled under high vacuum. A colourless oil was obtained (7.2 g, 30.8 mmol).

Workup

  1. washthe solution was washed with water
  2. dry with materialdried over MgSO4
  3. distillationthe residue was distilled under high vacuum
  4. customA colourless oil was obtained (7.2 g, 30.8 mmol)

Sources & evidence

ORD record
ord-97ce15775a87459db1e903947a03e4ba
Source dataset
uspto-grants-2010_08
Patent number
US07772417B2

Reaction notes

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