Hydrochloric Acid → HCID 57871418, compound

HRID 550209Notes

Reaction equation

HRID 550209 reaction equation
[CH3:1][NH:2][CH3:3].CCN(CC)CC.[CH3:11][C:12]([CH3:43])([CH3:42])[C:13](=[O:41])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([C:27]2[CH:28]=[C:29]3[C:34](=[CH:35][CH:36]=2)[CH:33]=[C:32]([C:37](Cl)=[O:38])[CH:31]=[CH:30]3)([CH2:25][CH3:26])[CH2:23][CH3:24])=[CH:18][C:17]=1[CH3:40].Cl>O>[CH3:1][N:2]([CH3:3])[C:37]([C:32]1[CH:31]=[CH:30][C:29]2[C:34](=[CH:35][CH:36]=[C:27]([C:22]([C:19]3[CH:20]=[CH:21][C:16]([O:15][CH2:14][C:13](=[O:41])[C:12]([CH3:43])([CH3:42])[CH3:11])=[C:17]([CH3:40])[CH:18]=3)([CH2:25][CH3:26])[CH2:23][CH3:24])[CH:28]=2)[CH:33]=1)=[O:38]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 8471TriethylamineHCID 86634494HCID 86634494, compound

Product 1

HCID 57871418HCID 57871418, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Treat a solution of dimethylamine (2.0 M in THF) (0.12 mL, 0.25 mmol) and Et3N (0.034 mL, 0.25 mmol) in CH2CL2 (3 mL) with 6-{1-[4-(3,3-dimethyl-2-oxobutoxy)-3-methylphenyl]-1-ethylpropyl}naphthalene-2-carbonyl chloride (0.057 g, 0.123 mmol) in CH2CL2 (1 mL). Stir the mixture at RT for 16 h; dilute with CH2CL2 and water. Acidify the resulting mixture to pH 1 using 5N HCl. Separate the organic layer from the aqueous layer. Wash the organic layer with brine, dry over Na2SO4, and filter. Concentrate the filtrate to give the title compound as a yellow solid (0.033 g, 57%). MS (ES) m/e 474 (M+1).

Workup

  1. customSeparate the organic layer from the aqueous layer
  2. washWash the organic layer with brine
  3. dry with materialdry over Na2SO4
  4. filtrationfilter
  5. concentrationConcentrate the filtrate

Sources & evidence

ORD record
ord-2f5db903d2f3459593a260641e467cd6
Source dataset
uspto-grants-2011_05
Patent number
US07943795B2

Reaction notes

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