Water → HCID 15718588, compound

HRID 1290792Notes

Reaction equation

HRID 1290792 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:13].C[C:15](C)([O-:17])C.[K+].C(OCC)=O.O>C(OCC)C.O1CCCC1>[CH:15]([CH:7]1[CH2:6][CH2:5][C:4]2[C:9](=[CH:10][CH:11]=[CH:12][C:3]=2[O:2][CH3:1])[C:8]1=[O:13])=[O:17]

Participants

7

Reactant 4

HCID 962WaterHCID 8025Ethyl formateHCID 366205-MethoxytetraloneHCID 23665647Potassium tert-butoxide

Product 1

HCID 15718588HCID 15718588, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-methoxy-1-tetralone (10 g) in diethyl ether (100 ml) at 0° C. was added 1M potassium t-butoxide in tetrahydrofuran (68 ml) with stirring. After 15 minutes, ethyl formate (25 g) was added in one portion, and the reaction mixture allowed to rise to room temperature over a period of 45 minutes. The mixture was poured into water (500 ml), extracted with diethyl ether, the ether extract dried over magnesium sulfate, and solvent removed under reduced pressure to give 2-formyl-5-methoxy-1-tetralone (10.2 g), m.p. 67°-68° C.

Workup

  1. waitto rise to room temperature over a period of 45 minutes
  2. extractionextracted with diethyl ether
  3. extractionthe ether extract
  4. dry with materialdried over magnesium sulfate, and solvent
  5. customremoved under reduced pressure

Sources & evidence

ORD record
ord-b63a57a5cdf3474c9a099f56e6b23f91
Source dataset
uspto-grants-1998_05
Patent number
US05753663

Reaction notes

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