Triethylamine → HCID 68751858, compound

HRID 1422853Notes

Reaction equation

HRID 1422853 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([NH2:10])=[CH:7][CH:8]=2)[CH2:3][C:2]21[O:14][CH2:13][CH2:12][O:11]2.Cl[C:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17].C(N(CC)CC)C>C(Cl)Cl>[C:19]1([O:18][C:16](=[O:17])[NH:10][C:6]2[CH:5]=[C:4]3[C:9](=[CH:8][CH:7]=2)[CH2:1][C:2]2([O:11][CH2:12][CH2:13][O:14]2)[CH2:3]3)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 1501963HCID 1501963, compound

Product 1

HCID 68751858HCID 68751858, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1′,3′-Dihydro-spiro[[1,3]dioxolane-2,2′-inden]-5′-ylamine (1.0 g, 5.23 mmol) in CH2Cl2 (15 mL) was added phenyl chloroformate (0.66 mL, 5.23 mmol) drop wise at room temperature followed by triethylamine (1.15 mL, 8.3 mmol). The reaction mixture was stirred at r.t for 30 min and then solvent was removed under vacuum. Water was added to the resulting crude product and the precipitate was filtered and dried to give the crude (1′,3′-Dihydro-spiro[[1,3]dioxolane-2,2′-inden]-5′-yl)-carbamic acid phenyl ester as a pale yellow solid (1.62 g, quantitative).

Workup

  1. customsolvent was removed under vacuum
  2. additionWater was added to the resulting crude product
  3. filtrationthe precipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-e8adbd55d82643b58baa7c5d235553af
Source dataset
uspto-grants-2015_01
Patent number
US08927548B2

Reaction notes

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