Boron → HCID 13527805, compound

HRID 1608377Notes

Reaction equation

HRID 1608377 reaction equation
[CH3:1][Li].[C:3]([B:7](OC(C)C)[O:8][CH:9]([CH3:11])[CH3:10])([CH3:6])([CH3:5])[CH3:4].[B]>>[C:3]([B:7]([CH3:1])[O:8][CH:9]([CH3:11])[CH3:10])([CH3:6])([CH3:5])[CH3:4]

Participants

4

Reactant 3

HCID 5462311BoronHCID 13183022Dipropan-2-yl tert-butylboronateHCID 178418348HCID 178418348, compound

Product 1

HCID 13527805HCID 13527805, compound

Procedure

The reaction was run following the procedure described in Example 1 using methyllithum (38.4 mmol, 24.6 mL) and tert-butyldiisopropoxyborane (7.15 g, 38.3 mmol). Volatiles were removed at atmospheric pressure and the product distilled to yield 3.9 g (27.5 mmol, 73%), bp 90°-92° C. (741 mm Hg); proton NMR (CDCl3) δ4.30 (septet, J=18 Hz, 1H), 1.15 (d, J=18 Hz, 6H), 0.83 (s, 9H), 0.30 (brs, 3H); boron NMR (neat) δ+52.9 ppm (s).

Workup

  1. customVolatiles were removed at atmospheric pressure
  2. distillationthe product distilled
  3. customto yield 3.9 g (27.5 mmol, 73%), bp 90°-92° C. (741 mm Hg)

Sources & evidence

ORD record
ord-8bb8c9787134461f8d837237b50ba6ec
Source dataset
uspto-grants-1989_09
Patent number
US04870212

Reaction notes

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