Allyl Alcohol → HCID 21534956, compound

HRID 1657624Notes

Reaction equation

HRID 1657624 reaction equation
CN[C:3]([O:5][CH:6]1[C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:13][C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2)=O.[CH2:20](O)[CH:21]=C>>[CH:18]1[C:19]2[CH:6]([O:5][CH2:3][CH:20]=[CH2:21])[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[O:13][C:14]=2[CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 7858Allyl AlcoholHCID 21482819HCID 21482819, compound

Product 1

HCID 21534956HCID 21534956, compound

Procedure

9-(N-Methylcarbamoyloxy)xanthene (27.0 g., 0.016 moles) was stirred with 150 ml. of allyl alcohol for 1.5 hours at room temperature, and the mixture was then filtered. The filtrate was evaporated in vacuo, and the residue was dissolved in 200 ml. of ice-cold ether and washed twice each with 100 ml. portions of ice-cold 10% aqueous acetic acid, water and 5% aqueous sodium bicarbonate solution. After drying over potassium carbonate, the solvent was removed in vacuo, and the resulting oil was distilled to give allyl 9-xanthenyl ether, b.p. 100°-105°C. at 0.005 mm.

Workup

  1. filtrationthe mixture was then filtered
  2. customThe filtrate was evaporated in vacuo
  3. dissolutionthe residue was dissolved in 200 ml
  4. washof ice-cold ether and washed twice each with 100 ml
  5. dry with materialAfter drying over potassium carbonate
  6. customthe solvent was removed in vacuo
  7. distillationthe resulting oil was distilled

Sources & evidence

ORD record
ord-b4ae3e1ae307427ab08f89983a724b56
Source dataset
uspto-grants-1976_06
Patent number
US03961069

Reaction notes

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