Isopropanol → HCID 11262673, compound

HRID 2399990Notes

Reaction equation

HRID 2399990 reaction equation
[C:1]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][OH:51])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[Cr](O)(O)(=O)=[O:53].CC(O)C>CCOCC>[C:1]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([OH:53])=[O:51])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 24425Chromic Acid2×HCID 86749003HCID 86749003, compound

Product 1

HCID 11262673HCID 11262673, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The alcohol (40) (1.73 g, 2.41 mmol) was dissolved in ether (200 ml) at 30° C. and treated with chromic acid (4 ml of a 0.67M solution; 2.68 mmol). The resulting solution was allowed to stir and cool to room temperature over two hours during which time two further 1 ml portions of chromic acid were added. Propan-2-ol (5 ml) was then added and the ethereal solution washed with water four times, then dried, filtered and evaporated to leave the title compound (41) as a white powder (1.57 g; 89%).

Workup

  1. additionwere added
  2. washthe ethereal solution washed with water four times
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-6e54fd98b50247d4a45597d1c2148d0c
Source dataset
uspto-grants-1995_09
Patent number
US05451691

Reaction notes

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