Pyridine → HCID 86751956, compound

HRID 726472Notes

Reaction equation

HRID 726472 reaction equation
[OH:1][CH2:2][C:3]1[C:12]2[C:11]([CH3:14])([CH3:13])[CH2:10][CH2:9][C:8]([CH3:16])([CH3:15])[C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:17][NH:18][C:19]([C:21]1[CH:32]=[CH:31][C:24]([C:25]([O:27][CH2:28][CH:29]=[CH2:30])=[O:26])=[CH:23][CH:22]=1)=[O:20].N1C=CC=CC=1.[C:39](OC(=O)C)(=[O:41])[CH3:40]>O>[C:39]([O:1][CH2:2][C:3]1[C:12]2[C:11]([CH3:13])([CH3:14])[CH2:10][CH2:9][C:8]([CH3:15])([CH3:16])[C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:17][NH:18][C:19]([C:21]1[CH:22]=[CH:23][C:24]([C:25]([O:27][CH2:28][CH:29]=[CH2:30])=[O:26])=[CH:31][CH:32]=1)=[O:20])(=[O:41])[CH3:40]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 86751957HCID 86751957, compound

Product 1

HCID 86751956HCID 86751956, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

395 mg (0.9 mmol) of allyl 4-[α-hydroxymethyl-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)methylcarbamoyl]benzoate, 15 ml of pyridine and 200 μl (1.8 mmol) of acetic anhydride were introduced into a round-bottomed flask. The mixture was stirred at room temperature for 8 hours, the reaction medium was poured into water, and extracted with ethyl ether. The organic phase was decanted off, washed with water, dried over magnesium sulfate and evaporated. 435 mg (100%) of the expected compound were recovered in the form of a colorless oil.

Workup

  1. extractionextracted with ethyl ether
  2. customThe organic phase was decanted off
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. custom435 mg (100%) of the expected compound were recovered in the form of a colorless oil

Sources & evidence

ORD record
ord-e1bd7a694f30486a99c171aa1074370e
Source dataset
uspto-grants-1998_01
Patent number
US05709867

Reaction notes

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