Ammonium Chloride → HCID 87950066, compound

HRID 2120493Notes

Reaction equation

HRID 2120493 reaction equation
C([O:9][CH2:10][C:11]1[CH:12]=[C:13]([CH:36]=[CH:37][C:38]=1[CH2:39][O:40]C(=O)C1C=CC=CC=1)[CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([O:34][CH3:35])=[C:20]([C:22]([CH2:32][CH3:33])=[CH:23][CH:24]=[CH:25][C:26]([CH2:30][CH3:31])([OH:29])[CH2:27][CH3:28])[CH:21]=1)(=O)C1C=CC=CC=1.[Cl-].[NH4+]>C(=O)([O-])[O-].[K+].[K+].CO>[OH:9][CH2:10][C:11]1[CH:12]=[C:13]([CH:36]=[CH:37][C:38]=1[CH2:39][OH:40])[CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([O:34][CH3:35])=[C:20](/[C:22](/[CH2:32][CH3:33])=[CH:23]/[CH:24]=[CH:25]/[C:26]([CH2:27][CH3:28])([OH:29])[CH2:30][CH3:31])[CH:21]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 74053078HCID 74053078, compound

Product 1

HCID 87950066HCID 87950066, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 11430Potassium CarbonateSolvent

Procedure

581 mg of 7-[5-(3,4-bis-benzoyloxymethylbenzyloxy)-2-methoxyphenyl]-3-ethylnona-4,6-dien-3-ol (0.89 mmol) are dissolved in 20 ml of a 2% potassium carbonate solution in methanol and then the reaction medium is stirred for 5 hours. After treating with a saturated ammonium chloride solution and extracting with ethyl acetate, the organic phases are combined, dried and concentrated under reduced pressure. The residue is purified by chromatography on a silica column. A yellow oil is obtained (m=284 mg; Y=72%).

Workup

  1. extractionextracting with ethyl acetate
  2. customdried
  3. concentrationconcentrated under reduced pressure
  4. customThe residue is purified by chromatography on a silica column
  5. customA yellow oil is obtained (m=284 mg; Y=72%)

Sources & evidence

ORD record
ord-3acdfc5e9198430187e496a8f3eeba24
Source dataset
uspto-grants-2004_02
Patent number
US06689922B1

Reaction notes

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