Hydrochloric Acid → HCID 69510178, compound

HRID 970253Notes

Reaction equation

HRID 970253 reaction equation
O1CCCCC1[O:7][C@@H:8]1[CH2:12][O:11][CH:10]2[C@@H:13]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([CH:24]=[CH:25][C:26]4[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:28][CH:27]=4)=[CH:20][CH:19]=3)[CH2:14][O:15][CH:9]12.Cl>C(O)C>[OH:7][C@@H:8]1[CH2:12][O:11][CH:10]2[C@@H:13]([O:16][CH2:17][C:18]3[CH:19]=[CH:20][C:21]([CH:24]=[CH:25][C:26]4[CH:27]=[CH:28][C:29]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:30][CH:31]=4)=[CH:22][CH:23]=3)[CH2:14][O:15][CH:9]12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69510317HCID 69510317, compound

Product 1

HCID 69510178HCID 69510178, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The crude (E) 4-{3(R)-(tetrahydropyran-2-yloxy)-hexahydrofuro[3,2-b]furan-6(S)-yloxymethyl}-4′-hexyloxystilbene (19) was dissolved in 10 ml of ethanol and 0.5 ml of concentrated hydrochloric acid were added. Then the mixture was heated to reflux for 10 minutes. The product crystallized at room temperature. It was washed with ethanol and dried in the dessicator. 8.7 g of a white solid were obtained (overall yield 80%).

Workup

  1. temperatureThen the mixture was heated
  2. temperatureto reflux for 10 minutes
  3. customThe product crystallized at room temperature
  4. washIt was washed with ethanol
  5. customdried in the dessicator

Sources & evidence

ORD record
ord-100a001fc3dc41e8b3fa8be2526aaedc
Source dataset
uspto-grants-2007_12
Patent number
US07311948B2

Reaction notes

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