Hydrochloric Acid → HCID 20322303, compound

HRID 372885Notes

Reaction equation

HRID 372885 reaction equation
[ClH:1].Cl[CH2:3][CH2:4][CH:5]([OH:11])[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:12]1OCOCO1.[Cl-:18].[Ca+2].[Cl-]>>[Cl:1][CH2:12][O:11][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:4][CH2:3][Cl:18]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 80811,3,5-TrioxaneHCID 5284359Calcium ChlorideHCID 18920930HCID 18920930, compound

Product 1

HCID 20322303HCID 20322303, compound

Conditions

Temperature
0 °C

Procedure

A slow stream of hydrogen chloride gas is passed into a mixture of 1-chloro-3-octanol (35.5 g., 0.218 mole) and s-trioxane (6.55 g., 0.073 mole) in a conical flask cooled to 0° C. and protected from atmospheric moisture. The process requires about 31/2 hours. The resulting two-phase mixture is treated with anhydrous calcium chloride at 25° C. for 64 hours. The upper aqueous phase is removed by this action. The solid material is removed by filtration and the filtrate distilled to give the 3-chloromethoxy-1-chlorooctane as a colorless liquid (28.2 g., 61%), b.p. 128°-130°/15 mm.; pmr (CDCl3) δ 0.88 (3H,t), 1.98 (2H,q), 3.61 (2H,t), 3.92 (H,m), and 5.51 (2H,s).

Workup

  1. custom2 hours
  2. customThe upper aqueous phase is removed by this action
  3. customThe solid material is removed by filtration
  4. distillationthe filtrate distilled

Sources & evidence

ORD record
ord-ada1facc402c4f9fa020fa6fdbd63a9b
Source dataset
uspto-grants-1978_05
Patent number
US04092356

Reaction notes

Loading…