Tetrahydrofuran → HCID 53886828, compound

HRID 36811Notes

Reaction equation

HRID 36811 reaction equation
[Si](O[CH2:9][CH:10]1[CH2:12][CH:11]1[CH:13]([CH2:16][CH2:17][O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)CC)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[O:43]1CC[CH2:45][CH2:44]1>>[O:20]1[CH2:21][CH2:22][CH2:23][CH2:24][CH:19]1[O:18][CH2:17][C:16]#[C:13][CH2:11][CH2:12][CH:10]1[CH2:9][CH:45]1[CH2:44][OH:43]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 57290659HCID 57290659, compound

Product 1

HCID 53886828HCID 53886828, compound

Procedure

The 2-(5-tetrahydropyranyloxy-3-pentyl)cyclopropylmethyl t-butyldimethylsilyl ether (3 g, 10 mmol) was dissolved in tetrahydrofuran (10 ml), and tetrabutyl ammonium fluoride (factor=1.0, 12 ml, 12 mmol) was added at 0° C. The mixture was stirred for 30 minutes. The solvent was distilled off, and the product was purified by silica gel column chromatography to obtain 2-(5-tetrahydropyranyloxy-3-pentynyl)cyclopropanemethanol (1.2 g)

Workup

  1. distillationThe solvent was distilled off
  2. customthe product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-136ba7b8668d450cb376ac899768d43d
Source dataset
uspto-grants-1995_05
Patent number
US05416231

Reaction notes

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