Hydrochloric Acid → HCID 11419691, compound

HRID 641148Notes

Reaction equation

HRID 641148 reaction equation
C(OC(=O)[NH:7][C@:8]([CH2:31][OH:32])([CH3:30])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])=[C:13]([O:28][CH3:29])[CH:12]=1)(C)(C)C.[ClH:34]>C(O)(=O)C.OO>[ClH:34].[NH2:7][C@:8]([CH3:30])([CH2:9][CH2:10][C:11]1[CH:12]=[C:13]([O:28][CH3:29])[C:14]([O:17][CH2:18][CH2:19][CH2:20][C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])=[C:15]([Cl:34])[CH:16]=1)[CH2:31][OH:32]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86609905HCID 86609905, compound

Product 1

HCID 11419691HCID 11419691, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 784Hydrogen PeroxideSolvent

Procedure

A solution of {(R)-1-Hydroxymethyl-3-[3-methoxy-4-(4,4,5,5,5-pentafluoro-pentyloxy)-phenyl]-1-methyl-propyl}-carbamic acid tert-butyl ester (32 mg, 0.07 mmol) in acetic acid (1 ml), conc. HCl (0.027 ml) and H2O2 (30%, 0.074 ml) is stirred at RT for 2 h. After evaporation of the solvent at RT, the oily residue is treated with toluene (1 ml), which is distilled off at RT. Et2O is added and the white precipitate is filtered off to yield the title compound. MS (ESI+): m/z=420/422 (MH+).

Workup

  1. customAfter evaporation of the solvent at RT
  2. additionthe oily residue is treated with toluene (1 ml), which
  3. distillationis distilled off at RT
  4. additionEt2O is added
  5. filtrationthe white precipitate is filtered off

Sources & evidence

ORD record
ord-aa075f7f092d4a77950559cbf1dafae1
Source dataset
uspto-grants-2010_04
Patent number
US07696184B2

Reaction notes

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