Bromide ion → Arotinoid; Arotinoid ethyl ester
Reaction equation
[Br-:41].[Br:5][CH2:6][CH2:7][c:8]1[c:9]2[c:18]([cH:19][cH:20][cH:21]1)[C:15]([CH3:16])([CH3:17])[CH2:14][CH2:13][C:10]2([CH3:11])[CH3:12].[CH2:77]([CH3:78])[O:79][C:80](=[O:81])[c:82]1[cH:83][cH:84][c:85]([CH:86]=[O:87])[cH:88][cH:89]1.[CH3:42][C:43]1([CH3:76])[c:44]2[cH:45][cH:46][c:47]([CH:55]([CH3:56])[P+:57]([c:58]3[cH:59][cH:60][cH:61][cH:62][cH:63]3)([c:64]3[cH:65][cH:66][cH:67][cH:68][cH:69]3)[c:70]3[cH:71][cH:72][cH:73][cH:74][cH:75]3)[cH:48][c:49]2[C:50]([CH3:53])([CH3:54])[CH2:51][CH2:52]1.[P:1]([Br:2])([Br:3])[Br:4].[c:22]1([P:23]([c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[cH:36][cH:37][cH:38][cH:39][cH:40]1.[c:90]1([CH3:91])[c:92]([CH3:93])[cH:94][cH:95][cH:96][cH:97]1.[cH:98]1[cH:99][cH:100][n:101][cH:102][cH:103]1>>[CH3:42][C:43]1([CH3:76])[c:44]2[cH:45][cH:46][c:47]([C:55]([CH3:56])=[CH:86][c:85]3[cH:84][cH:83][c:82]([C:80]([O:79][CH2:77][CH3:78])=[O:81])[cH:89][cH:88]3)[cH:48][c:49]2[C:50]([CH3:53])([CH3:54])[CH2:51][CH2:52]1Participants
9
Reactant 8
HCID 259Bromide ion
HCID 1049Pyridine
HCID 7237O-Xylene
HCID 11776Triphenylphosphine
HCID 24614Phosphorus tribromide
HCID 80498Ethyl 4-formylbenzoate
HCID 11238303Triphenyl-[1-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)ethyl]phosphanium
HCID 205510462-Bromoethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-naphthaleneProduct 1
Sources & evidence
- ORD record
- ord-29a41f9a648c4421802e731d6a91e7d6
- Source dataset
- Validation data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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