Diethyl 4-(mercaptomethyl)-1,3-oxathiolane-2,2-dipropanoate → Diethyl 4-[[[4-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]butyl]thio]methyl]-1,3-oxathiolane-2,2-dipropanoate

HRID 1383141Notes

Reaction equation

HRID 1383141 reaction equation
[SH:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[S:4]1.Br[CH2:23][CH2:24][CH2:25][CH2:26][O:27][C:28]1[CH:37]=[CH:36][CH:35]=[C:34]2[C:29]=1[CH2:30][CH2:31][CH2:32][CH2:33]2>>[C:28]1([O:27][CH2:26][CH2:25][CH2:24][CH2:23][S:1][CH2:2][CH:3]2[CH2:7][O:6][C:5]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[S:4]2)[C:29]2[CH2:30][CH2:31][CH2:32][CH2:33][C:34]=2[CH:35]=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 14405886Diethyl 4-(mercaptomethyl)-1,3-oxathiolane-2,2-dipropanoateHCID 144059455-(4-Bromobutoxy)-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 14405894Diethyl 4-[[[4-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]butyl]thio]methyl]-1,3-oxathiolane-2,2-dipropanoate

Procedure

The title compound was prepared according to the procedure of Example 2 using the mercaptan produced in Example 1 (2.0 g, 0.006 mol) and the bromide produced in Example 7 (1.7 g, 0.006 mol). The crude product was chromatographed on silica gel using 20% ethyl acetate/hexane as eluent to give 2.5 g (77%) of the product as an oil.

Workup

  1. customThe crude product was chromatographed on silica gel using 20% ethyl acetate/hexane as eluent

Sources & evidence

ORD record
ord-fd89c263b93a4c99a2fb2f2a97202bb5
Source dataset
uspto-grants-1989_02
Patent number
US04808729

Reaction notes

Loading…