Benzyl Alcohol → HCID 131736283, compound

HRID 1053517Notes

Reaction equation

HRID 1053517 reaction equation
C1(S[CH:8]=[CH:9][C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)=[O:11])C=CC=CC=1.C(OC1C=CC(C2C=CC=CC=2)=CC=1)(=O)C#C.[CH2:42]([OH:49])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>>[CH2:42]([O:49][CH:8]=[CH:9][C:10]([O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:17][CH:18]=1)=[O:11])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1

Participants

4

Reactant 3

HCID 244Benzyl AlcoholHCID 10560973HCID 10560973, compoundHCID 131736280HCID 131736280, compound

Product 1

HCID 131736283HCID 131736283, compoundYield 94%

Procedure

The compound 7 was prepared according to the method described for compound 4 employing compound 1 (300 mg, 1.34 mmol) and benzylalcohol (161 mg, 1.48 mmol) to give white solid compound 7 (419 mg, 94%). 1H NMR (400 MHz, CDCl3) δ 5.00 (s, 2H), 5.53 (d, J=12.5 Hz, 1H), 7.18 (d, J=8.2 Hz, 2H), 7.39 (m, 8H), 7.57 (t, J=4.8 Hz, 4H), 7.88 (d, J=12.5 Hz, 1H). HRMS ESI (m/z): Calculated for C22H18O3 ([M+H]+): 331.1256. found: 331.133.

Workup

  1. customThe compound 7 was prepared

Sources & evidence

ORD record
ord-cff7c7741a7a486ea475f4e6de1c2390
Source dataset
uspto-grants-2016_07
Patent number
US09393306B2

Reaction notes

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