Triethylamine → HCID 19757146, compound

HRID 1588083Notes

Reaction equation

HRID 1588083 reaction equation
[F:1][As-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S+:15]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[OH:22].C(N([CH2:35][CH3:36])CC)C.[O:37]([CH:44]([O:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)Cl)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>O1CCCC1>[F:1][As-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[O:37]([CH:44]([O:46][C:36]1[CH:35]=[CH:52][CH:47]=[CH:48][CH:49]=1)[O:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[S+:15]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH:44]([O:46][C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)[O:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH:44]([O:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[O:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 133499351,1'-[(Chloromethylene)bis(oxy)]dibenzeneHCID 19757136HCID 19757136, compound

Product 1

HCID 19757146HCID 19757146, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

20 parts of tris(hydroxyphenyl)sulfonium hexafluoroarsenate are dissolved in 100 parts of tetrahydrofuran. 12.2 parts of triethylamine are added, followed dropwise by the gradual addition of 30 parts of diphenoxychloromethane, and the mixture is stirred at room temperature for 24 hours. The mixture is then washed with water, and the organic solution is dried over a molecular sieve and evaporated in a rotary evaporator. Chromatographic purification leaves 14.8 parts of the expected product. IR and NMR agree with the expected structure.

Workup

  1. washThe mixture is then washed with water
  2. customthe organic solution is dried over a molecular sieve
  3. customevaporated in a rotary evaporator
  4. customChromatographic purification

Sources & evidence

ORD record
ord-3b04850d5672413585af27cd638ea366
Source dataset
uspto-grants-1993_06
Patent number
US05220037

Reaction notes

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