Sesamol → 1-(diphenylmethyl)-3-hydroxy-3-(6-hydroxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-1,3-dihydro-2H-indol-2-one

HRID 545768Notes

Reaction equation

HRID 545768 reaction equation
C1(CCN2C3C(=CC=CC=3)C(=O)C2=O)CC1.[C:17]1([CH:23]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[N:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26](=[O:33])[C:25]2=[O:34])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O1C2C=CC(O)=CC=2OC1.[CH3:51][C:52]1([CH3:62])[C:56]2[CH:57]=[CH:58][C:59]([OH:61])=[CH:60][C:55]=2[O:54][CH2:53]1>>[C:35]1([CH:23]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26]([OH:33])([C:58]3[C:59]([OH:61])=[CH:60][C:55]4[O:54][CH2:53][C:52]([CH3:62])([CH3:51])[C:56]=4[CH:57]=3)[C:25]2=[O:34])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

5

Reactant 4

HCID 68289SesamolHCID 19692771-(diphenylmethyl)-1H-indole-2,3-dioneHCID 214852193,3-Dimethyl-2,3-dihydro-1-benzofuran-6-olHCID 655965701-(2-cyclopropylethyl)-1H-indole-2,3-dione

Product 1

HCID 120042741-(diphenylmethyl)-3-hydroxy-3-(6-hydroxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-1,3-dihydro-2H-indol-2-one

Procedure

Following the procedure as described in PREPARATION 2B, and making non-critical variations to replace 1-(2-cyclopropylethyl)-1H-indole-2,3-dione with 1-(diphenylmethyl)-1H-indole-2,3-dione, and 1,3-benzodioxol-5-ol with 3,3-dimethyl-2,3-dihydro-1-benzofuran-6-ol, the title compound was obtained: MS (ES+) m/z 478.5 (M+1).

Sources & evidence

ORD record
ord-9c5effedf9f241f8998a50994a77f168
Source dataset
uspto-grants-2011_05
Patent number
US07935721B2

Reaction notes

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