Diisopropylamine → HCID 14994109, compound

HRID 2232738Notes

Reaction equation

HRID 2232738 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)=O.C(NC(C)C)(C)C.C([Li])CCC.[O:35]1CC[CH2:37][CH2:36]1>CCCCCC.C(N=CC)(C)(C)C>[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:37][CH:36]=[O:35])[CH:18]=[CH:19][CH:20]=1

Participants

7

Reactant 4

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 5997883,3'-Bis(trifluoromethyl)benzophenoneHCID 178418339Butyllithium

Product 1

HCID 14994109HCID 14994109, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 138901N-Ethylidene-2-methylpropan-2-amineSolvent

Procedure

The compound was prepared according to the procedure described in Example 84. The following reagents were used: 3,3'-bis(trifluoromethyl)benzophenone (31.8 g), diisopropylamine (32.2 mL), 1.6M n-butyl lithium in hexane (144 mL), acetaldehyde N-tert-butylimine (14.75 mL) diethyl chlorophosphonate (16.6 mL) and tetrahydrofurane (200 mL). After the usual work up, the product was purified by HPLC to give 30,8 g of 3,3-bis[3-(trifluoromethyl)phenyl]-2-propenal as an oil.

Workup

  1. customThe compound was prepared
  2. customAfter the usual work up, the product was purified by HPLC

Sources & evidence

ORD record
ord-6cd21693d95141d1b824b39801708bae
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

Loading…