Triisopropyl borate → Butyldiisopropoxyborane

HRID 1608374Notes

Reaction equation

[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[CH:6]([O:9][B:10](OC(C)C)[O:11][CH:12]([CH3:14])[CH3:13])([CH3:8])[CH3:7]>>[CH2:1]([B:10]([O:11][CH:12]([CH3:14])[CH3:13])[O:9][CH:6]([CH3:8])[CH3:7])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 21531Triisopropyl borate

HCID 178418339Butyllithium

Product 1

HCID 3775344Butyldiisopropoxyborane

Procedure

Following the method of Example 1, reaction of n-butyllithium (115 mL, 218 mmol) and triisopropoxyborane (41 g, 218 mmol) yielded n-butyldiisopropoxyborane, 37.3 g, (291 mmol, 93%). Proton NMR (neat) δ4.20 (septet, J=18 Hz, 2H), 1.23-0.63 (m, 9H) overlap with isopropyl doublet at 0.98 (d, J=18 HZ, 12H); boron NMR (neat)δ+30.2 ppm (s).

Sources & evidence

ORD record: ord-1127bf0b943c458e8f1e8d6573dc1f62
Source dataset: uspto-grants-1989_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04870212

Reaction notes

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