Water → HCID 57801021, compound

HRID 1817678Notes

Reaction equation

HRID 1817678 reaction equation
[C:1]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:6]=[CH:5][C:4]([C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])=[CH:3][CH:2]=1.O>C(OCC)C>[C:1]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:2]=[CH:3][C:4]([CH:7]([OH:13])[CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 962WaterHCID 57801035HCID 57801035, compound

Product 1

HCID 57801021HCID 57801021, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-Biphenyl-4-yl-hex-5-en-1-one (1 g) was dissolved in diethyl ether (25 ml) NaBH4 (2.5 g) was added and the mixture stirred for 30 minutes. Water (50 ml) was added and most of the solvent evaporated under vacuo. The residue was poured into water and the product extracted with ethyl acetate. The orgahic layer was dried (Na2SO4) and the ethyl acetate evaporated under vacuum to give a white solid. δC (CDCl3, 62.9 MHz): 25.2, 33.6, 38.5, 74.3, 114.8, 126.4, 127.1, 127.2, 128.8, 138.6, 140.5, 140.9 and 143.9.

Workup

  1. additionwas added
  2. customevaporated under vacuo
  3. additionThe residue was poured into water
  4. extractionthe product extracted with ethyl acetate
  5. dry with materialThe orgahic layer was dried (Na2SO4)
  6. customthe ethyl acetate evaporated under vacuum
  7. customto give a white solid

Sources & evidence

ORD record
ord-24031ea7b21047b2a808777c52a404eb
Source dataset
uspto-grants-2009_10
Patent number
US07598289B2

Reaction notes

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