3-Methyl-2-buten-1-OL → HCID 68138951, compound

HRID 1657628Notes

Reaction equation

HRID 1657628 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.[CH3:20][C:21]([CH3:25])=[CH:22]CO>>[CH:18]1[C:19]2[CH:6]([O:5][CH2:3][CH:20]=[C:21]([CH3:25])[CH3:22])[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 111733-Methyl-2-buten-1-OLHCID 21482819HCID 21482819, compound

Product 1

HCID 68138951HCID 68138951, compound

Procedure

9-(N-Methylcarbamoyloxy)xanthene (6.0 g., 23.5 mmoles) was stirred with 30 ml. of 3-methyl-2-buten-1-ol for 3 hours at room temperature, and the mixture was then filtered. The filtrate was evaporated in vacuo, and the residue was dissolved in ice-cold ether and washed twice with ice-cold portions of 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 as distilled to give (3-methyl-2-buten-1-yl) 9-xanthenyl ether, b.p. ca. 110°C. at 0.01 mm.

Workup

  1. filtrationthe mixture was then filtered
  2. customThe filtrate was evaporated in vacuo
  3. dissolutionthe residue was dissolved in ice-cold ether
  4. washwashed twice with ice-cold portions of 10% aqueous acetic acid, water, and 5% aqueous sodium bicarbonate solution
  5. dry with materialAfter drying over potassium carbonate
  6. customthe solvent was removed in vacuo
  7. distillationthe resulting oil as distilled

Sources & evidence

ORD record
ord-45e412f02142486f993ea9cf85c311a7
Source dataset
uspto-grants-1976_06
Patent number
US03961069

Reaction notes

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