Methane → HCID 21413835, compound

HRID 268494Notes

Reaction equation

HRID 268494 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:15]=[CH:14][C:13]([CH2:16]C#N)=[CH:12][C:11]=1[F:19].Cl.[C:21](=[O:24])(O)[O-:22].[Na+].C>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:21]([OH:22])=[O:24])=[CH:12][C:11]=1[F:19]

Participants

5

Reactant 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 21413815HCID 21413815, compound

Product 1

HCID 21413835HCID 21413835, compound

Procedure

A mixture of 0.7 gm. of the above crude 4-(benzoxazol-2-yl)-3-fluorophenylacetonitrile and 30 cc. of concentrated hydrochloric acid is heated on the steam bath for 1 hour. The reaction mixture is then filtered through a sintered glass filter into ice water and the resulting precipitate collected to give 0.65 gm. of crude product. The crude acid is stirred with 50-60 cc. of saturated sodium bicarbonate solution, a small amount of charcoal is added, and the mixture is then filtered. The filtrate is acidified with concentrated hydrochloric acid and the resulting precipitate collected and dried to give 4-(benzoxazol-2-yl)-3-fluorophenylacetic acid, m.p. 207°-211°C. dec.

Workup

  1. additionA mixture of 0.7 gm
  2. filtrationThe reaction mixture is then filtered through a sintered glass
  3. filtrationfilter into ice water
  4. customthe resulting precipitate collected
  5. customto give 0.65 gm
  6. filtrationthe mixture is then filtered
  7. customthe resulting precipitate collected
  8. customdried

Sources & evidence

ORD record
ord-12812876ac164c528b8248a93cf110e7
Source dataset
uspto-grants-1976_03
Patent number
US03947582

Reaction notes

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