Water → HCID 11439637, compound

HRID 2101241Notes

Reaction equation

HRID 2101241 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([CH:7]([OH:14])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])=[CH:3][CH:2]=1.N1[CH:26]=[CH:25]C=CC=1.[OH2:27].[C:28](OC(=O)C)(=[O:30])[CH3:29]>>[C:28]([O:14][CH:7]([C:4]1[CH:3]=[CH:2][C:1]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:6][CH:5]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:25](=[O:27])[CH3:26])(=[O:30])[CH3:29]

Participants

5

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 11357716HCID 11357716, compound

Product 1

HCID 11439637HCID 11439637, compound

Conditions

Temperature
50 °C

Procedure

1-Biphenyl-4-yl-hexan-1,6-diol (1 g) was dissolved in acetic anhydride (25 ml). Pyridine (5 ml) was added and the mixture stirred for 3 hrs at 50° C. The mixture was poured into water (200 ml), extracted with dichloromethane (100 ml), dried (Na2SO4) and evaporated to give the title compound as a thick oil. δC (CDCl3, 62.9 MHz): 21.0, 21.4, 25.2, 25.7, 28.5, 36.2, 64.4, 75.8, 127.01, 127.2, 127.3, 127.5, 128.8, 139.7, 140.8, 140.9 and 170.5.

Workup

  1. extractionextracted with dichloromethane (100 ml)
  2. dry with materialdried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-e6fc61f1190c47948445102ad6488d9a
Source dataset
uspto-grants-2009_08
Patent number
US07572825B2

Reaction notes

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