4-Bromophenol → 3-(5-bromo-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-1,3-dihydro-2H-indol-2-one

HRID 645128Notes

Reaction equation

HRID 645128 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.[Br:51][C:52]1[CH:57]=[CH:56][C:55]([OH:58])=[CH:54][CH:53]=1>>[Br:51][C:52]1[CH:53]=[CH:54][C:55]([OH:58])=[C:56]([C:26]2([OH:33])[C:27]3[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:24]([CH:23]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:25]2=[O:34])[CH:57]=1

Participants

5

Reactant 4

HCID 78084-BromophenolHCID 68289SesamolHCID 19692771-(diphenylmethyl)-1H-indole-2,3-dioneHCID 655965701-(2-cyclopropylethyl)-1H-indole-2,3-dione

Product 1

HCID 120043353-(5-bromo-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-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 4-bromophenol, the title compound was obtained (90%) as an orange solid: MS (ES+) m/z 486.2 (M+1), 488.2 (M+1).

Sources & evidence

ORD record
ord-7f344810bf414ec39c6141ecca235e2a
Source dataset
uspto-grants-2010_04
Patent number
US07700641B2

Reaction notes

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