Water → 3-(3'-Cyano-2'-hydroxypropyl)-benzophenone

HRID 1579774Notes

Reaction equation

HRID 1579774 reaction equation
[C:1]([CH2:3][CH:4]([OH:20])[CH2:5][C:6]1[CH:7]=[C:8]([CH:17]=[CH:18][CH:19]=1)[CH:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)#[N:2].O>CC(C)=O>[C:1]([CH2:3][CH:4]([OH:20])[CH2:5][C:6]1[CH:7]=[C:8]([CH:17]=[CH:18][CH:19]=1)[C:9]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:16])#[N:2]

Participants

4

Reactant 2

HCID 962WaterHCID 214956743-(3'-Cyano-2'-hydroxypropyl)-benzhydrol

Product 1

HCID 214956823-(3'-Cyano-2'-hydroxypropyl)-benzophenone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

7.35 ml of a sulfochromic mixture titrating 26.5 g of chromic anhydride per 100 ml was added with stirring at 0°C to 7.8 g of 3-(3'-cyano-2'-hydroxypropyl)-benzhydrol in 78 ml of acetone and the mixture was allowed to stand at 0°C for 5 minutes and was then poured into water with stirring. The mixture was extracted with methylene chloride and the organic phase was washed with water, dried over sodium sulfate, treated with activated carbon, filtered and evaporated to dryness to obtain 7.4 g of 3-(3'-cyano-2'-hydroxypropyl)-benzophenone which was used as is for the next step.

Workup

  1. additionwas added
  2. extractionThe mixture was extracted with methylene chloride
  3. washthe organic phase was washed with water
  4. dry with materialdried over sodium sulfate
  5. additiontreated with activated carbon
  6. filtrationfiltered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-6660c3a01fc6444ea4cf5686726f441b
Source dataset
uspto-grants-1976_01
Patent number
US03931302

Reaction notes

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