Acetic Acid → 1,1,4,4,6-Pentamethyl-7-nitro-1,2,3,4-tetrahydronaphthalene

HRID 2351851

반응식

HRID 2351851 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:8]([CH3:13])([CH3:12])[CH2:7][CH2:6][C:5]([CH3:15])([CH3:14])[C:4]=2[CH:3]=1.[N+:16]([O-])([OH:18])=[O:17].C(O)(=O)C.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>C(OC(=O)C)(=O)C>[CH3:1][C:2]1[C:11]([N+:16]([O-:18])=[O:17])=[CH:10][C:9]2[C:8]([CH3:13])([CH3:12])[CH2:7][CH2:6][C:5]([CH3:15])([CH3:14])[C:4]=2[CH:3]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 944Nitric AcidHCID 811871,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphthaleneHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester

생성물 1

HCID 2266891,1,4,4,6-Pentamethyl-7-nitro-1,2,3,4-tetrahydronaphthalene수율 74.1%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

반응 조건

온도
0 °C

실험 절차

50 g (250 mmoles) of 2-methyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl naphthalene are dissolved in 200 ml of acetic anhydride. The solution is cooled to 0° C. and there is slowly added a solution of 10.5 ml (250 mmoles) of nitric acid, 20 ml of acetic acid and 20 ml of acetic andydride, while maintaining the temperature between 0 and 5° C. The reaction mixture is then stirred for 1 hour at ambient temperature, poured into ice water and filtered. The resulting solid is washed with water. The solid is dissolved in methylene chloride, washed with water and then with a saturated solution of sodium bicarbonate, dried on MgSO4 and evaporated. 45.8 g (74%) of 2-methyl-3-nitro-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl naphthalene which melts at 143-144° C. are obtained.

후처리

  1. temperaturewhile maintaining the temperature between 0 and 5° C
  2. filtrationfiltered
  3. washThe resulting solid is washed with water
  4. dissolutionThe solid is dissolved in methylene chloride
  5. washwashed with water
  6. dry with materialwith a saturated solution of sodium bicarbonate, dried on MgSO4
  7. customevaporated

출처 및 근거

ORD 기록
ord-59a1101c9865491a957a5c1abf0b3d29
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04874747

연결된 노트

불러오는 중…