Triethylamine → HCID 56921332, compound

HRID 1855619Notes

Reaction equation

C(N[C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8])(C)(C)C.[CH3:12][CH:13]([CH:15]([NH2:19])[CH:16]([CH3:18])[CH3:17])[CH3:14].C(N(CC)CC)C.C(Cl)(=O)C(C)(C)C>>[CH3:12][CH:13]([CH:15]([NH:19][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8])[CH:16]([CH3:18])[CH3:17])[CH3:14]

Participants

Reactant 4

HCID 8471Triethylamine

HCID 62493Pivaloyl chloride

HCID 777023-Pentanamine, 2,4-dimethyl-

HCID 299326N-tert-Butylpivalamide

Product 1

HCID 56921332HCID 56921332, compoundYield 98%

Procedure

In a fashion similar to the preparation of LtBu,tBuH, treatment of 2,4-dimethylpentan-3-amine (14.0 mL, 100 mmol) and triethylamine (14.9 mL, 105 mmol) with pivaloyl chloride (8.9 mL, 100 mmol) afforded LtBu,CHiPr2H as white crystalline solid (19.53 g, 98%) upon sublimation at 65° C./0.05 Torr: mp 107-109° C.

Sources & evidence

ORD record: ord-e70af365870f41f0b6a905ee58549251
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962876B2

Reaction notes

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