Water → Naphthalene, 2-methoxy-6-(1-methylethenyl)-

HRID 1975527Notes

Reaction equation

HRID 1975527 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13](O)([CH3:15])[CH3:14])[CH:9]=2)[CH:4]=1.O>CN(C)P(N(C)C)(N(C)C)=O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]([CH3:15])=[CH2:14])[CH:9]=2)[CH:4]=1

Participants

4

Reactant 2

HCID 962WaterHCID 351150134352-83-5

Product 1

HCID 5084230Naphthalene, 2-methoxy-6-(1-methylethenyl)-

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A solution of 1.22 g 2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene in 25 ml hexamethylphosphoramide (HMPA) was heated to 240° C. for 15 minutes. The solution was cooled, poured into water, and the brown solid which had formed was filtered off and washed with isopropanol. Recrystallization of the brown solid from isopropanol gave 2-methoxy-6-isopropenylnaphthalene, mp 101° to 103 5° C.

Workup

  1. temperatureThe solution was cooled
  2. customthe brown solid which had formed
  3. filtrationwas filtered off
  4. washwashed with isopropanol
  5. customRecrystallization of the brown solid from isopropanol

Sources & evidence

ORD record
ord-6824d5519564485ab74a9a4ac74c1eea
Source dataset
uspto-grants-1994_02
Patent number
US05286902

Reaction notes

Loading…