Triethylamine → HCID 16100288, compound

HRID 1942417Notes

Reaction equation

HRID 1942417 reaction equation
CC[N:3](CC)CC.[Al+3].[Cl-].[Cl-].[Cl-].[CH:12]12[CH2:21][CH:16]3[CH2:17][CH:18]([CH2:20][CH:14]([CH2:15]3)[CH2:13]1)[CH2:19]2.[C:22]1(=[O:28])[O:27][CH2:26][CH2:25][CH2:24][CH2:23]1>ClCCCl.ClC(Cl)C>[C:12]12([NH:3][C:22](=[O:28])[CH2:23][CH2:24][CH2:25][CH2:26][OH:27])[CH2:21][CH:16]3[CH2:17][CH:18]([CH2:20][CH:14]([CH2:15]3)[CH2:13]1)[CH2:19]2

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 9238AdamantaneHCID 10953Delta-ValerolactoneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 16100288HCID 16100288, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolvent2×HCID 63651,1-DichloroethaneSolvent

Procedure

A solution of 3.6 mL (25 mmol) of Et3N in 6.7 mL of 1,2-dichloroethane was added drop by drop under ice cooling to a suspension of 2.47 g (18.3 mmol) AlCl3 in 13.3 mL of dichloroethane. At room temperature a solution of 2.77 g (18.3 mmol) adamantane and 1.55 mL (16.7 mmol) delta-valerolactone in 10 mL of 1,2-dichloroethane was added to the mixture. After one hour of stirring at room temperature the mixture was quenched with ice water and stirred for another 30 minutes. The suspension was filtered by Celite. After addition of dichloromethane, separation of the organic layer, washing it with water, drying it with Na2SO4 and the solvent was evaporated. The product can be taken for further reactions.

Workup

  1. customwas quenched with ice water
  2. stirringstirred for another 30 minutes
  3. filtrationThe suspension was filtered by Celite
  4. additionAfter addition of dichloromethane, separation of the organic layer
  5. washwashing it with water
  6. dry with materialdrying it with Na2SO4
  7. customthe solvent was evaporated

Sources & evidence

ORD record
ord-da23858761db448294a3d27a0dbd95c1
Source dataset
uspto-grants-2013_03
Patent number
US08389555B2

Reaction notes

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