Hydrochloric Acid → HCID 12828437, compound

HRID 1833357Notes

Reaction equation

HRID 1833357 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH2:7][OH:8].C(O[CH:15](OCC)[CH2:16][Cl:17])C.Cl>O>[Cl:17][CH2:16][CH:15]1[C:9]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=2)[CH2:6][CH2:7][O:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 121282-Chloro-1,1-diethoxyethaneHCID 787243-Methoxyphenethyl alcohol

Product 1

HCID 12828437HCID 12828437, compoundYield 9.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 30 g of 3-methoxyphenethyl alcohol, 30 g of chloroacetaldehyde diethyl acetal and 50 ml of concentrated hydrochloric acid was heated at 60°-80° C for 30 minutes, and, after cooling, water was added to the reaction mixture. The resultant oil was extracted into ethyl acetate, rinsed with water and dried. By this procedure was obtained 4.0 g of 1-chloromethyl-6-methoxyisochroman as an oil.

Workup

  1. temperaturewas heated at 60°-80° C for 30 minutes
  2. temperatureafter cooling
  3. extractionThe resultant oil was extracted into ethyl acetate
  4. washrinsed with water
  5. customdried

Sources & evidence

ORD record
ord-dab187a7b39a461eab12fd3c99b91722
Source dataset
uspto-grants-1978_01
Patent number
US04066648

Reaction notes

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