Triethylamine → HCID 22639114, compound

HRID 2416165Notes

Reaction equation

HRID 2416165 reaction equation
[OH:1][CH2:2][C:3]1([CH2:16][OH:17])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2.C(N([CH2:23][CH3:24])CC)C.[CH2:25]([Si:27](Cl)([CH2:30][CH3:31])[CH2:28][CH3:29])[CH3:26]>ClCCl>[CH2:25]([Si:27]([CH2:23][CH3:24])([CH2:28][CH3:29])[O:1][CH2:2][C:3]1([CH2:16][O:17][Si:27]([CH2:30][CH3:31])([CH2:28][CH3:29])[CH2:25][CH3:26])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13819ChlorotriethylsilaneHCID 3450229H-Fluorene-9,9-dimethanol

Product 1

HCID 22639114HCID 22639114, compoundYield 87.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 g of 9,9-bis(hydroxymethyl)fluorene (4.4 mmol) was admixed with 20 ml of dichloromethane. The mixture was cooled in ice-water bath, and 1.9 ml of triethyl amine (13.3 mmol) was added thereto. Then 1.85 ml of triethylsilyl chloride (11.1 mmmol) was added drop-wise, and the mixture was stirred in ice-water bath for further 2 hours. The reaction mixture was washed with water, and the organic layer separated was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated to give 1.75 g of concentrate (yield 87.1%).

Workup

  1. washThe reaction mixture was washed with water
  2. customthe organic layer separated
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. filtrationAfter filtration
  5. customthe filtrate was evaporated
  6. customto give 1.75 g
  7. concentrationof concentrate (yield 87.1%)

Sources & evidence

ORD record
ord-a446043639e945e08a95006220ce91f1
Source dataset
uspto-grants-2004_11
Patent number
US06822109B2

Reaction notes

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