Succinic anhydride → HCID 18412830, compound

HRID 992585Notes

Reaction equation

HRID 992585 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[SH:8][C:9]1([CH2:19][CH2:20][OH:21])[CH:16]2[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:18][CH:10]1[CH2:11]3)[CH2:15]2>C1(C)C=CC=CC=1>[SH:8][C:9]1([CH2:19][CH2:20][O:21][C:4]([CH2:3][CH2:2][C:1]([OH:6])=[O:7])=[O:5])[CH:16]2[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:18][CH:10]1[CH2:11]3)[CH2:15]2

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 22574499HCID 22574499, compound

Product 1

HCID 18412830HCID 18412830, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of succinic anhydride (10 mmol, 1.00 g) and 2-(2-sulfanyladamantan-2-yl)ethan-1-ol (2.214 g, 10.4 mmol) in toluene (30 mL) was heated at 70° C. for 16 hours. Removal of the solvent under vacuum provided a low-melting solid, 3.12 g, 10 mmol. 1H NMR (CDCl3, 300 MHz): δ4.44 (t, J=7.4 Hz, 2H), 2.68 (m, 2H), 2.63 (m, 2H), 2.43 (m, 2H), 2.25 (t, J=7.4 Hz, 2H), 2.11 (m, 2H), 1.88-1.62 (m, 10H); MS (CI/NH3) (m/e) 330 (M+NH4), 279 (M-SH), 195, 161.

Workup

  1. customRemoval of the solvent under vacuum
  2. customprovided a low-melting solid, 3.12 g, 10 mmol

Sources & evidence

ORD record
ord-67ccdd1a6aee41928ef2fab551de6c41
Source dataset
uspto-grants-2002_10
Patent number
US06469065B1

Reaction notes

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