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1-(3-Bromopropoxy)-2-propylbenzene → diethyl 3,4-dihydro-7-[3-(2-propylphenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoate

HRID 2371624
Notes
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Reaction equation

HRID 2371624 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([OH:15])=[C:11]([CH2:12][CH2:13][CH3:14])[C:6]=2[O:5][C:4]([CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:3]1.[CH2:30]([C:33]1[CH:43]=[CH:42][CH:41]=[CH:40][C:34]=1[O:35][CH2:36][CH2:37][CH2:38]Br)[CH2:31][CH3:32]>>[CH2:30]([C:33]1[CH:43]=[CH:42][CH:41]=[CH:40][C:34]=1[O:35][CH2:36][CH2:37][CH2:38][O:15][C:10]1[CH:9]=[CH:8][C:7]2[C:2](=[O:1])[CH2:3][C:4]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])([CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[O:5][C:6]=2[C:11]=1[CH2:12][CH2:13][CH3:14])[CH2:31][CH3:32]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 123558641-(3-Bromopropoxy)-2-propylbenzeneHCID 19756625diethyl 3,4-dihydro-4-oxo-7-hydroxy-8-propyl-2H-1-benzopyran-2,2-dipropanoate

Product 1

HCID 15157457diethyl 3,4-dihydro-7-[3-(2-propylphenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoateYield 80.9%

Procedure

The title compound (471 mg) was prepared by the method of Example 18 except that the title product of Example 1 (406 mg) was used instead of the title product of Example 2, and the title product of Example 11 (308 mg) was used instead of benzyl bromide.

Sources & evidence

ORD record
ord-423ffc4dc1c1419d8eba24ea9f18ae2a
Source dataset
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05093353

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes