Formaldehyde → HCID 20358509, compound

HRID 2083401Notes

Reaction equation

HRID 2083401 reaction equation
[OH-:1].[Li+].[CH3:3][C:4](=[O:11])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:12]=O.CC[O:16][CH2:17]C>CO.[Cl-].[Na+].O>[OH:1][CH2:12][C:5]([CH2:17][OH:16])([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:4](=[O:11])[CH3:3]

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 3283Diethyl EtherHCID 3939Lithium HydroxideHCID 80932-Octanone

Product 1

HCID 20358509HCID 20358509, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

2N Lithium hydroxide solution (1.0 ml) was added to a stirred solution of 2-octanone (4.5 g) and 36% aqueous formaldehyde (6.0 ml) in methanol (10 ml). The temperature was maintained at 10°-15° during the addition and then gradually allowed to rise to room temperature. After stirring for 48 hr, ether (50 ml) and brine (20 ml) were added and the layers separated. The aqueous layer was extracted with ethyl acetate (3 × 25 ml) and the combined extracts were dried (Na2SO4) and concentrated. The residue distilled to give a colourless oil b.p.100°-110°/0.05 torr.

Workup

  1. temperatureThe temperature was maintained at 10°-15° during the addition
  2. customto rise to room temperature
  3. customthe layers separated
  4. extractionThe aqueous layer was extracted with ethyl acetate (3 × 25 ml)
  5. dry with materialthe combined extracts were dried (Na2SO4)
  6. concentrationconcentrated
  7. distillationThe residue distilled

Sources & evidence

ORD record
ord-b5c2d145e6674c1394ac8bd44ef8ad22
Source dataset
uspto-grants-1978_04
Patent number
US04085222

Reaction notes

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