Ethanol → HCID 86755072, compound

HRID 1108179Notes

Reaction equation

HRID 1108179 reaction equation
C(OCC)C.C([O:8][C:9](=O)[CH2:10][C:11]1([CH2:31][C:32](O)=[O:33])[S:15][C:14]2[CH:16]=[C:17]3[S:21][C:20]([CH2:26][C:27](O)=[O:28])([CH2:22][C:23](O)=[O:24])[S:19][C:18]3=[CH:30][C:13]=2[S:12]1)C.C(O)C>O>[OH:28][CH2:27][CH2:26][C:20]1([CH2:22][CH2:23][OH:24])[S:19][C:18]2[CH:30]=[C:13]3[S:12][C:11]([CH2:31][CH2:32][OH:33])([CH2:10][CH2:9][OH:8])[S:15][C:14]3=[CH:16][C:17]=2[S:21]1

Participants

5

Reactant 3

HCID 702EthanolHCID 3283Diethyl EtherHCID 86755073HCID 86755073, compound

Product 1

HCID 86755072HCID 86755072, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A dry flask under argon atmosphere was charged with diethyl ether (2600 ml) and LiAlH, (21.2 g 0.56 mol). Benzo[1,2-d:4,5-d']bis(1,3)dithiole-2,2,6,6-tetraacetic acid ethyl ester (80.2 g, 0.139 mol) was added and the mixture was refluxed for 26 h. The mixture was cooled to ambient temperature and ethanol (165 ml) was carefully added followed by water (410 ml). The ether was decanted off and the white precipitate was stirred with water (3300 ml) to give a slurry. After acidification with hydrochloric acid the slurry was filtered and the crude product was washed with water and dried. Yield: 55.0 g (97%)

Workup

  1. temperaturethe mixture was refluxed for 26 h
  2. customThe ether was decanted off
  3. customto give a slurry
  4. filtrationAfter acidification with hydrochloric acid the slurry was filtered
  5. washthe crude product was washed with water
  6. customdried

Sources & evidence

ORD record
ord-22903c5d8aba4211a5cf3de8e02bd6e7
Source dataset
uspto-grants-2000_05
Patent number
US06063360

Reaction notes

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