Pivaloyl chloride → HCID 67105865, compound

HRID 2357118Notes

Reaction equation

HRID 2357118 reaction equation
[Cl-].[OH:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2[CH2:12][C:13]2[N:14]=[CH:15][NH2+:16][CH:17]=2)=[CH:5][CH:4]=1.[CH3:18][C:19]([CH3:24])([CH3:23])[C:20]([Cl:22])=[O:21]>C(O)(C(F)(F)F)=O>[Cl-:22].[CH3:18][C:19]([CH3:24])([CH3:23])[C:20]([O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2[CH2:12][C:13]2[N:14]=[CH:15][NH2+:16][CH:17]=2)=[CH:5][CH:4]=1)=[O:21]

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 178515463HCID 178515463, compound

Product 1

HCID 67105865HCID 67105865, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

4-(6-hydroxy-indan-1-ylmethyl)-1H-imidazol-1-ium chloride (100 mg, 0.399 mmol) and 2,2-dimethylpropionic acid chloride (510 mmol) were reacted in TFA (1 ml) and purified as described in example 1. Yield 74 mg (56%) of a white solid. M.p. 176-177° C. 1H NMR (CDCl3, TMS): δ 1.33 (s, 9H), 1.69-1.78 (m, 1H), 2.16-2.25 (m, 1H), 2.74-2.88 (m, 3H), 3.23 (dd, 1H), 3.57 (qui, 1H), 6.83 (dd, 1H), 6.89 (s, 1H), 6.93 (s, 1H), 7.16 (d, 1H), 8.85 (s, 1H), 14.38 (s, 1H), 14.47 (s, 1H).

Workup

  1. custompurified

Sources & evidence

ORD record
ord-b76d0259b2dd4afdbf188cf903464740
Source dataset
uspto-grants-2010_07
Patent number
US07759496B2

Reaction notes

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