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Tetrahydrofuran → Methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate

HRID 2313826
Notes
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Reaction equation

HRID 2313826 reaction equation
[Br:18][c:19]1[c:20]([CH2:21][C:22]([O:23][CH3:24])=[O:25])[c:26](-[c:27]2[cH:28][cH:29][c:30]([O:31][Si:32]([C:33]([CH3:34])([CH3:35])[CH3:36])([CH3:37])[CH3:38])[cH:39][cH:40]2)[s:41][cH:42]1.[C:1]([Si:2]([CH3:3])([CH3:4])[O:5][c:6]1[cH:7][cH:8][c:9]([B:10]([OH:11])[OH:12])[cH:13][cH:14]1)([CH3:15])([CH3:16])[CH3:17].[C:53]([Si:54]([CH3:55])([CH3:56])[O:58][c:59]1[cH:60][cH:61][c:62](-[c:65]2[s:66][cH:67][c:68](-[c:75]3[c:76]([Cl:81])[cH:77][cH:78][cH:79][cH:80]3)[c:69]2[CH2:70][C:71](=[O:72])[O:73][CH3:74])[cH:63][cH:64]1)([CH3:57])([CH3:82])[CH3:83].[CH2:102]1[O:103][CH2:104][CH2:105][CH2:106]1.[CH3:85][CH2:86][CH2:87][CH2:88][N+:89]([CH2:90][CH2:91][CH2:92][CH3:93])([CH2:94][CH2:95][CH2:96][CH3:97])[CH2:98][CH2:99][CH2:100][CH3:101].[Cl:43][c:44]1[cH:45][cH:46][cH:47][cH:48][c:49]1[B:50]([OH:51])[OH:52].[F-:84]>>[OH:58][c:59]1[cH:60][cH:61][c:62](-[c:65]2[s:66][cH:67][c:68](-[c:75]3[c:76]([Cl:81])[cH:77][cH:78][cH:79][cH:80]3)[c:69]2[CH2:70][C:71](=[O:72])[O:73][CH3:74])[cH:63][cH:64]1
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 16028TetrabutylammoniumHCID 28179Fluoride IonHCID 27343222-Chlorophenylboronic acidHCID 111078154-(tert-Butyldimethylsilyloxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 86607177Methyl [4-bromo-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)thien-3-yl]acetate
HCID 86607178Methyl [2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2-chlorophenyl)thien-3-yl]acetate

Product 1

HCID 86607176Methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate

Sources & evidence

ORD record
ord-4f61eeb650134d3bb65e72999ee6065e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes