Boron Trichloride → HCID 20443886, compound

HRID 1278271Notes

Reaction equation

HRID 1278271 reaction equation
C([O:8][C:9]1[CH:26]=[CH:25][C:12]2[C:13](=[O:24])[CH:14]=[C:15]([CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[O:16][C:11]=2[C:10]=1[CH2:27][CH2:28][CH3:29])C1C=CC=CC=1.B(Cl)(Cl)Cl>ClCCl>[OH:8][C:9]1[CH:26]=[CH:25][C:12]2[C:13](=[O:24])[CH:14]=[C:15]([CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[O:16][C:11]=2[C:10]=1[CH2:27][CH2:28][CH3:29]

Participants

4

Reactant 2

HCID 25135Boron TrichlorideHCID 21163156HCID 21163156, compound

Product 1

HCID 20443886HCID 20443886, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By a process analogous to that of Example 3(a) was prepared ethyl 3-[7-benzyloxy-4-oxo-8-propyl-4H-1-benzopyran-2-yl]propionate. This compound (1.0 g) in dry dichloromethane (30 ml) at -78° C. was treated with boron trichloride (2 ml). After 20 minutes, the mixture was poured onto ice and extracted with 10% aqueous sodium carbonate. Acidification gave a solid which crystallised from ethyl acetate to give the desired product (0.35 g), mp 127°-128° C.

Workup

  1. additionthe mixture was poured onto ice
  2. extractionextracted with 10% aqueous sodium carbonate
  3. customAcidification gave a solid which
  4. customcrystallised from ethyl acetate

Sources & evidence

ORD record
ord-28cb4a8315c04e37a9d43a5d853d2249
Source dataset
uspto-grants-1981_07
Patent number
US04281008

Reaction notes

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