Ethanol → HCID 13229101, compound

HRID 1388629Notes

Reaction equation

HRID 1388629 reaction equation
[C:1]1(=[O:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]([CH2:11][C:12]([OH:14])=[O:13])[CH2:2]1.[CH2:16](O)[CH3:17]>C1C=CC=CC=1>[CH2:16]([O:13][C:12](=[O:14])[CH2:11][CH:3]1[CH2:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:1](=[O:15])[CH2:2]1)[CH3:17]

Participants

4

Reactant 2

HCID 702Ethanol2×HCID 13229100HCID 13229100, compound

Product 1

HCID 13229101HCID 13229101, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 28.3 g of 2-(1,2,3,4-tetrahydro naphthalene 1-one 3-yl) acetic acid (VIII) in 150 ml of ethanol, 30 ml of 7 N hydrochloric ethanol and 150 ml of benzene is brought to reflux for 8 hours. Then the solvents are evaporated, the residue is taken up in ether, washed with water, dried on sodium sulfate, filtered and the filtrate evaporated. 38 g (Yield ~100%) of 2-(1,2,3,4-tetrahydro naphthalene 1-one 3-yl) acetic acid ethyl ester are obtained, the NMR spectrum of which has the following characteristics: δ ppm=7.8 to 8.1, m (aromatic H at 8); 7.2 to 7.6, m (aromatic H at 5, 6 and 7); 4.15, q (COO--CH2); 2.4 to 3, m (7 H: protons at 2,3,4 and CH2 --CO--O--); 1.25, t (CH3).

Workup

  1. temperatureto reflux for 8 hours
  2. customThen the solvents are evaporated
  3. washwashed with water
  4. customdried on sodium sulfate
  5. filtrationfiltered
  6. customthe filtrate evaporated

Sources & evidence

ORD record
ord-ae08f4a8ca0d4ab6a5ef152749b2501e
Source dataset
uspto-grants-1984_02
Patent number
US04431851

Reaction notes

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