Hydrochloric Acid → HCID 13721776, compound

HRID 1608078Notes

Reaction equation

HRID 1608078 reaction equation
C[CH:2]([B:7]([O:12][CH:13]([CH3:15])[CH3:14])OC(C)C)[CH2:3][CH2:4][CH2:5][CH3:6].[CH3:16][C:17]([CH3:22])([CH3:21])[CH2:18][CH2:19][Li].Cl.[B].[CH2:25]=C(C)C>C(OCC)C>[CH2:2]([B:7]([C:19]#[C:18][C:17]([CH3:22])([CH3:21])[CH3:16])[O:12][CH:13]([CH3:14])[CH3:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:25]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 8255IsobutyleneHCID 5462311BoronHCID 57174068HCID 57174068, compoundHCID 178506864HCID 178506864, compound

Product 1

HCID 13721776HCID 13721776, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

n-Hexyl(3,3-dimethyl-1-butynyl)isopropoxyborane was prepared by adding 2-n-hexyl-diisopropoxyborane (8.35 g, 39 mmol) in ethyl ether (18 mL) to an ethyl ether solution of 3,3-dimethyl-1-butyllithium (44 mmol in 44 mL of ethyl ether), following the method of Example 14, and quenched with HCl in ethyl ether (12.87 mL, 44 mmol). Yield: 7.2 g (79%), bp 80°-82° C. (0.1 mm Hg); n20D 1.4265, boron NMR (ethyl ether)δ+40.6 ppm(s); mass spectrum (chemical ionization, isobutene) m/e 237 (M+H, 7%); IR (thin film) 2186, 1327 cm-1. Anal. Calcd. for C15H29BO: C, 76.23; H, 12.38; B, 4.58. Found: C, 76.35; H, 12.02; B, 4.61.

Sources & evidence

ORD record
ord-6783e00db40948e1ae3adbb502d5015b
Source dataset
uspto-grants-1989_09
Patent number
US04868337

Reaction notes

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