Hydrochloric Acid → HCID 22799885, compound

HRID 973348Notes

Reaction equation

HRID 973348 reaction equation
O1CCCCC1[O:7][C@@H:8]([CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:9][CH2:10][CH2:11][C:12]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].O1CCCC1.Cl>O.CCOCC>[OH:7][C@@H:8]([CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:9][CH2:10][CH2:11][C:12]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:13]([O:15][C:16]([CH3:18])([CH3:19])[CH3:17])=[O:14]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 22799883HCID 22799883, compound

Product 1

HCID 22799885HCID 22799885, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Di-tert.-butyl 2-[4(S)-(2-tetrahydropyranyloxy)nonyl]-2-(6-ethoxycarbonylhexyl)malonate (47.8 g., 0.08 mole) is added to a mixture of tetrahydrofuran (300 ml.) and 6N hydrochloric acid (15 ml.). The resulting solution is allowed to stand at room temperature for 6 hours. The solution is then diluted with 1.5 liters of water. The oily product is taken up in ether, washed with four portions of water, and with brine and dried over sodium sulfate. Distillation of the ether in vacuo leaves the title compound as a residual oil weighing 39.5 g.

Workup

  1. washwashed with four portions of water
  2. dry with materialwith brine and dried over sodium sulfate
  3. distillationDistillation of the ether in vacuo

Sources & evidence

ORD record
ord-a4a6ee54287f4478a7a4a27be83a958c
Source dataset
uspto-grants-1977_10
Patent number
US04055597

Reaction notes

Loading…