HCID 21409750, compound → HCID 53711939, compound

HRID 2072319Notes

Reaction equation

HRID 2072319 reaction equation
FC1C=CC(CCCC(C2C=C(O)C3C4CC(C)CCC=4C(C)(C)OC=3C=2)C)=CC=1.C([O:34][C:35]1[C:44]2[C:43]3[CH2:45][CH:46]([CH3:50])[CH2:47][C:48](=[O:49])[C:42]=3[C:41]([CH3:52])([CH3:51])[O:40][C:39]=2[CH:38]=[C:37]([CH:53]([CH3:64])[CH2:54][CH2:55][CH2:56][C:57]2[CH:62]=[CH:61][C:60]([F:63])=[CH:59][CH:58]=2)[CH:36]=1)(=O)C>>[F:63][C:60]1[CH:59]=[CH:58][C:57]([CH2:56][CH2:55][CH2:54][CH:53]([C:37]2[CH:36]=[C:35]([OH:34])[C:44]3[C:43]4[CH2:45][CH:46]([CH3:50])[CH2:47][C:48](=[O:49])[C:42]=4[C:41]([CH3:52])([CH3:51])[O:40][C:39]=3[CH:38]=2)[CH3:64])=[CH:62][CH:61]=1

Participants

3

Reactant 2

HCID 21409750HCID 21409750, compoundHCID 54551347HCID 54551347, compound

Product 1

HCID 53711939HCID 53711939, compound

Procedure

3-(4-p-fluorophenyl-1-methylbutyl)-1-hydroxy-7,8,9,10-tetrahydro-6,6,9-trimethyl-6H-dibenzo[ b,d]pyran, prepared as disclosed in Winn et al. U.S. Pat. No. 3,901,926, is converted to the 1-acetoxy compound according to the procedure of Example 1, the 1-acetoxy compound is converted to 1-acetoxy-3-(4-p-fluorophenyl-1-methylbutyl)-7-oxo-7,8,9,10-tetrahydro-6,6,9-trimethyl-6H-dibenzo[ b,d]pyran according to Example 2 and this compound upon hydrolysis according to Example 3 gives 3-(4-p-fluorophenyl-1-methylbutyl)-1-hydroxy-7-oxo-7,8,9,10-tetrahydro-6,6,9-trimethyl-6H-dibenzo[ b,d]pyran.

Workup

  1. customthis compound upon hydrolysis

Sources & evidence

ORD record
ord-34ef2cb5626f4adb82ac16bcc847afb1
Source dataset
uspto-grants-1977_09
Patent number
US04051152

Reaction notes

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