Nitric Acid → HCID 22261592, compound

HRID 596588Notes

Reaction equation

HRID 596588 reaction equation
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[N+:14]([O-])([OH:16])=[O:15]>>[N+:14]([C:3]1[CH:2]=[C:1]([C:11]([OH:13])=[O:12])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=1)([O-:16])=[O:15]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 2396045,6,7,8-Tetrahydro-1-naphthalenecarboxylic acid

Product 1

HCID 22261592HCID 22261592, compound

Conditions

Temperature
2 °C

Procedure

Fuming red nitric acid (150 ml.) was cooled to 2° C. and 27.3 g. of 5,6,7,8-tetrahydronaphthalene-1-carboxylic acid was added portionwise over 0.5 hour with stirring maintaining the temperature at 2°-6° C. After another 45 minutes at about 5° C. the mixture was poured into 1500 ml. of crushed ice. The precipitate was collected and washed well with 5 × 500 ml. portions of water. The dried precipitate was heated with about 200 ml. of benzene. The insoluble material was collected and recrystallized from ethyl acetate to give 3-nitro-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid, m.p. 209°-212° C.

Workup

  1. temperaturemaintaining the temperature at 2°-6° C
  2. additionAfter another 45 minutes at about 5° C. the mixture was poured into 1500 ml
  3. customThe precipitate was collected
  4. washwashed well with 5 × 500 ml
  5. temperatureThe dried precipitate was heated with about 200 ml
  6. customThe insoluble material was collected
  7. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-8e36b7f910a34c86a7e0e7ea2695c9e3
Source dataset
uspto-grants-1977_03
Patent number
US04011326

Reaction notes

Loading…