Thionyl Chloride → 2,2,4,4-Tetramethyl-chroman-6-carboxylic acid 4-(tert-butoxycarbonylmethyl)phenyl ester

HRID 818563Notes

Reaction equation

HRID 818563 reaction equation
[C:18]([O:19][c:20]1[cH:21][cH:22][c:23]([OH:24])[cH:25][c:26]1[C:27]([CH3:28])([CH3:29])[CH3:30])(=[O:31])[CH3:32].[C:33]([CH3:34])([CH3:35])([CH3:36])[O:37][C:38]([CH2:39][c:40]1[cH:41][cH:42][c:43]([OH:46])[cH:44][cH:45]1)=[O:47].[CH3:1][C:2]1([CH3:17])[O:3][c:4]2[cH:5][cH:6][c:7]([C:14](=[O:15])[OH:16])[cH:8][c:9]2[C:10]([CH3:12])([CH3:13])[CH2:11]1.[S:48]([Cl:49])([Cl:50])=[O:51]>>[CH3:1][C:2]1([CH3:17])[O:3][c:4]2[cH:5][cH:6][c:7]([C:14]([O:15][c:43]3[cH:42][cH:41][c:40]([CH2:39][C:38]([O:37][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:47])[cH:45][cH:44]3)=[O:16])[cH:8][c:9]2[C:10]([CH3:12])([CH3:13])[CH2:11]1

Participants

5

Reactant 4

HCID 24386Thionyl ChlorideHCID 157287092,2,4,4-Tetramethyl-3,4-dihydro-2H-1-benzopyran-6-carboxylic acidHCID 15932404Tert-butyl 2-(4-hydroxyphenyl)acetateHCID 23442872t-Butyl-4-hydroxy-phenyl acetate

Product 1

HCID 695485442,2,4,4-Tetramethyl-chroman-6-carboxylic acid 4-(tert-butoxycarbonylmethyl)phenyl ester

Sources & evidence

ORD record
ord-014ab555449346ddbb68f300b247aa95
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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