Sulfuric Acid → HCID 23332969, compound

HRID 224409Notes

Reaction equation

HRID 224409 reaction equation
[Cl:1][CH:2]([Cl:15])[CH:3]([C:5]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:6]=1[OH:14])[OH:4].[Cl:16][C:17]([Cl:22])([Cl:21])[CH:18](O)O.S(=O)(=O)(O)O>>[Cl:1][CH:2]([Cl:15])[CH:3]1[C:5]2[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:6]=2[O:14][CH:18]([C:17]([Cl:22])([Cl:21])[Cl:16])[O:4]1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 2707Chloral HydrateHCID 233329503-(2,2-Dichloro-1-hydroxyethyl)-4-hydroxybenzoic acid

Product 1

HCID 23332969HCID 23332969, compound

Procedure

A mixture of 2,2-dichloro-1-(2-hydroxy-5-carboxyphenyl)ethanol (1.25 g.), chloral hydrate (1.0 g.) and concentrated sulphuric acid (12.5 ml.) was stirred at room temperature for 3 days. The reaction mixture was poured onto ice, and the product was filtered off, washed with water, dried and crystallised from aqueous acetic acid to give 4-dichloromethyl-2-trichloromethylbenzo[1,3]dioxin-6-carboxylic acid, m.p. 209° C.

Workup

  1. additionThe reaction mixture was poured onto ice
  2. filtrationthe product was filtered off
  3. washwashed with water
  4. customdried
  5. customcrystallised from aqueous acetic acid

Sources & evidence

ORD record
ord-cb25c359de73485dba29fec378930252
Source dataset
uspto-grants-1980_11
Patent number
US04232032

Reaction notes

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