Benzyl Chloride → HCID 20364895, compound

HRID 1679004Notes

Reaction equation

HRID 1679004 reaction equation
[OH:1][CH:2]1[CH2:7][O:6][CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[F:14])[O:4][CH2:3]1.[H-].[Na+].[CH2:17](Cl)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:17]([O:1][CH:2]1[CH2:7][O:6][CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[F:14])[O:4][CH2:3]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 20364901HCID 20364901, compound

Product 1

HCID 20364895HCID 20364895, compoundYield 46.6%

Procedure

5-Hydroxy-2-(2-fluorophenyl)-1,3-dioxane (18.0 g, 0.09 mole) was reacted with sodium hydride and benzyl chloride (13.0 g, 0.09 mole) as described in Example 2, except that the slurry was heated at 80°-100° C for 12 hours. The product was isolated in the manner described in Example 2 to give 12.1 g of oil which was distilled under 1 × 10-5 mm to give a product (6.2 g) which distilled at a pot temperature of 165°-170° C. VPC analysis of this product indicated it to contain 32% cis-5-benzyloxy-2-(2-fluorophenyl)-1,3-dioxane.

Workup

  1. temperaturewas heated at 80°-100° C for 12 hours
  2. customThe product was isolated in the manner

Sources & evidence

ORD record
ord-d30dc35bc8d94f48a0bb7cf439dae8da
Source dataset
uspto-grants-1978_03
Patent number
US04077982

Reaction notes

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