Acetic Acid → 2,3-Dihydro-1,4-benzodioxin-2-acetic acid

HRID 1380043

Reaction equation

HRID 1380043 reaction equation
C(C[CH:4]1[O:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6][CH2:5]1)#N.[C:14]([OH:17])(=[O:16])[CH3:15].S(=O)(=O)(O)O>O>[O:6]1[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[O:9][CH2:4][CH:5]1[CH2:15][C:14]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 2675312-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrile

Product 1

HCID 2675342,3-Dihydro-1,4-benzodioxin-2-acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 175 g 2-cyanomethyl 1,4-benzodioxan, 250 ml water, 250 ml acetic acid and 100 ml concentrated sulphuric acid are heated to reflux for 48 hours. The reaction mixture is then poured in 5000 ml water and the whole is kept under stirring. The thus found crystalls are filtered, washed with water and dried, giving rise to 172 g (1,4-benzodioxan-2yl)acetic acid melting at 95°.

Workup

  1. temperatureare heated
  2. temperatureto reflux for 48 hours
  3. filtrationThe thus found crystalls are filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-f16d132e7bbe4e49b7993789be49112e
Source dataset
uspto-grants-1986_04
Patent number
US04579845

Linked notes

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